Category: 31519-62-7

Reference of 31519-62-7 ,Some common heterocyclic compound, 31519-62-7, molecular formula is C5H4N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

114. f+)-2-f(3.,4-trans)-4-methyl-l-fpyrimi(iine-2-carbonyl)pyrroli(iin-3- yl)-7-ftetrahvdro-2H-pyran-4-yl)imidazo[5,l- 1 [l,2,41triazin-4f3H -one [1073] To a stirred solution of (+)-2-((3,4-trans)-4-methylpyrrolidin-3-yl)-7- (tetrahydro-2H-pyran-4-yl)imidazo[5,l: ][l,2,4]triazin-4(3H)-one (75 mg, 0.24 mmol) in DMF (5 mL) were added EDCI (70 mg, 0.37 mmol), HOBt (50 mg, 0.37 mmol), DIPEA (95 mg, 0.74 mmol) and pyrimidine-2-carboxylic acid (40 mg, 0.32 mmol) at 0 C under inert atmosphere. The resulting reaction mixture was allowed to warm to room temperature and stirred for 8 h. The reaction mass was diluted with water (100 mL) and extracted with DCM (3 x 50 mL). Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified by silica gel column chromatography to afford (+)-2-((3,4-trans)-4-methyl-l-(pyrimidine-2-carbonyl)pyrrolidin-3-yl)-7- (tetrahydro-2H-pyran-4-yl)imidazo[5,l: ][l,2,4]triazin-4(3H)-one (40 mg, 40%) as an off-white solid. 1H-NMR (DMSO d6, 400 MHz): delta 11.95 (bs, 1H), 8.97 (d, 2H), 6.69- 6.58 (m, 2H), 3.98-3.84 (m, 4H), 3.65-3.57 (m, 4H), 3.22-3.27 (m, 2H), 2.68-2.61 (m, 1H), 1.90-1.84 (m, 4H), 1.08 (d, 3H); Mass (ESI): 410 [M++l] LC-MS: 98.92%; 410.3 (M++l); (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 1.85 min. 0.05% TFA in water: ACN; 0.8 ml/min); UPLC (purity): 98.76%; (column; Eclipse XDB C- 18, (150×4.6 mm, 5.0mu); RT 8.23 min. 5mM NH4OAc (Aq): ACN; 1.0 ml/min; Chiral HPLC: 99%, R, = 37.69 min (Chiralpak IA, 250 x 4.6mm, 5mu; mobile phase (A) n- Hexane (B) DCM:MeOH (80:20) (A: B : 80:20); flow Rate: 1.00 mL/min); Optical rotation [a]D2: +12.17 (c = 0.25, DCM). TLC: 10% MeOH/DCM (Rf: 0.5).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 31519-62-7, 2-Pyrimidinecarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 31519-62-7 ,Some common heterocyclic compound, 31519-62-7, molecular formula is C5H4N2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

114. f+)-2-f(3.,4-trans)-4-methyl-l-fpyrimi(iine-2-carbonyl)pyrroli(iin-3- yl)-7-ftetrahvdro-2H-pyran-4-yl)imidazo[5,l- 1 [l,2,41triazin-4f3H -one [1073] To a stirred solution of (+)-2-((3,4-trans)-4-methylpyrrolidin-3-yl)-7- (tetrahydro-2H-pyran-4-yl)imidazo[5,l: ][l,2,4]triazin-4(3H)-one (75 mg, 0.24 mmol) in DMF (5 mL) were added EDCI (70 mg, 0.37 mmol), HOBt (50 mg, 0.37 mmol), DIPEA (95 mg, 0.74 mmol) and pyrimidine-2-carboxylic acid (40 mg, 0.32 mmol) at 0 C under inert atmosphere. The resulting reaction mixture was allowed to warm to room temperature and stirred for 8 h. The reaction mass was diluted with water (100 mL) and extracted with DCM (3 x 50 mL). Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified by silica gel column chromatography to afford (+)-2-((3,4-trans)-4-methyl-l-(pyrimidine-2-carbonyl)pyrrolidin-3-yl)-7- (tetrahydro-2H-pyran-4-yl)imidazo[5,l: ][l,2,4]triazin-4(3H)-one (40 mg, 40%) as an off-white solid. 1H-NMR (DMSO d6, 400 MHz): delta 11.95 (bs, 1H), 8.97 (d, 2H), 6.69- 6.58 (m, 2H), 3.98-3.84 (m, 4H), 3.65-3.57 (m, 4H), 3.22-3.27 (m, 2H), 2.68-2.61 (m, 1H), 1.90-1.84 (m, 4H), 1.08 (d, 3H); Mass (ESI): 410 [M++l] LC-MS: 98.92%; 410.3 (M++l); (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 1.85 min. 0.05% TFA in water: ACN; 0.8 ml/min); UPLC (purity): 98.76%; (column; Eclipse XDB C- 18, (150×4.6 mm, 5.0mu); RT 8.23 min. 5mM NH4OAc (Aq): ACN; 1.0 ml/min; Chiral HPLC: 99%, R, = 37.69 min (Chiralpak IA, 250 x 4.6mm, 5mu; mobile phase (A) n- Hexane (B) DCM:MeOH (80:20) (A: B : 80:20); flow Rate: 1.00 mL/min); Optical rotation [a]D2: +12.17 (c = 0.25, DCM). TLC: 10% MeOH/DCM (Rf: 0.5).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 31519-62-7, 2-Pyrimidinecarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 31519-62-7, 2-Pyrimidinecarboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 31519-62-7, blongs to pyrimidines compound. COA of Formula: C5H4N2O2

A flask was charged with pyrimidine-2-carboxylic acid (63.2 mg, 0.509 mmol, 1.00 equiv), DCM (5 mL), and thionyl chloride (121 mg, 1.02 mmol, 2.00 equiv). The resulting solution was stirred for 1 h at 40 C. The resulting mixture was concentrated under reduced pressure to provide 72.0 mg (99% yield) of pyrimidine-2-carbonyl chloride.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,31519-62-7, its application will become more common.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; JONES, Todd K.; (275 pag.)WO2019/46318; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 31519-62-7, name is 2-Pyrimidinecarboxylic acid, molecular formula is C5H4N2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. SDS of cas: 31519-62-7

Example 58: Saturated sodium hydrogen carbonate (10 mL) was added to compound I E (106 mg, 0.29 mmol) in dichloromethane (10 mL) and left to stir at room temperature for 5 min. The organic material was extracted into dichloromethane (3 x 10 mL), dried with anhydrous potassium carbonate, and concentrated in vacuo. This was combined with pyrimidine-2-carboxylic acid (45 mg, 0.38 mmol), HBTU (164 mg, 0.43 mmol) and DIPEA (77.8 mu,, 0.45 mmol) in DMF (6 mL) and placed in the orbital shaker overnight. The resulting solution was diluted with dichloromethane and washed with a saturated aqueous solution of sodium hydrogen carbonate and water. The organic layer was dried with anhydrous magnesium sulphate, filtered, and concentrated in vacuo to yield a yellow oil. This oil was purified using HPLC to yield compound 58 as a yellow solid (3.7 mg, 3.2%). LCMS (+esi): 403.1 (M+H+), RT = 6.80 min.

With the rapid development of chemical substances, we look forward to future research findings about 31519-62-7.

Reference:
Patent; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; LUDWIG INSTITUTE FOR CANCER RESEARCH LIMITED; LESSENE, Guillaume Laurent; BAELL, Jonathan Bayldon; BURGESS, Antony Wilks; MARUTA, Hiroshi; WO2012/3544; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 31519-62-7, name is 2-Pyrimidinecarboxylic acid, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4N2O2

Preparation of Intermediate 25 2211 Intermediate 25 2212 [0255] Oxalyl chloride (2.36 mL, 24.2 mmol, 1.5 eq) and a catalytic quantity of DMF were 2213 added to a solution of pyrimidine-2-carboxylic acid (2 g, 16.1 mmol) in dry DCM (30 mL) at 2214 0 C. The resulting mixture was allowed to warm to RT and stir for 3 h. The volatiles were 2215 removed in vacuo and the residue was thoroughly dried to afford pyrimidine-2-carboxylic 2216 acid chloride (2.1 g, 14.8 mmol) as a black solid. The crude material was added portion- wise 2217 to a solution of aminogaunidine sulfate (5.5 g, 22.2 mmol, 1.5 eq) in pyridine (20 mL) at 2218 0 C. The resulting mixture was allowed to warm to RT and stir for 14 h. The mixture was 2219 then neutralized with saturated aqueous NaHCOs, extracted with t-BuOH (5 x 50 mL), dried 2220 over Na2S04, filtered and concentrated in vacuo. The crude material was dissolved in water 2221 (45 mL) and the resulting solution was heated to 100 C for 24 h. The reaction mixture was 2222 then cooled to RT, extracted with t-BuOH (5 x 30 mL), dried over Na2S04, filtered and 2223 concentrated in vacuo to afford Intermediate 25 (650 mg, 25 %) as off-white solid. TLC: 30% 2224 MeOH in CHC13: Rf: 0.20.

The synthetic route of 31519-62-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERSEON, INC.; SHORT, Kevin, Michael; PHAM, Son, Minh; WILLIAMS, David, Charles; KITA, David, Ben; WO2014/145986; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.31519-62-7, name is 2-Pyrimidinecarboxylic acid, molecular formula is C5H4N2O2, molecular weight is 124.1, as common compound, the synthetic route is as follows.HPLC of Formula: C5H4N2O2

EXAMPLE 5E This example illustrates the esterification of a pyrimidine carboxylic acid to the corresponding carboxylic ester. Compound No. 82 (see Example 5D) (0.19 g) was added in methanolic hydrogen chloride (5 cm3 of a saturated solution) and the flask was stoppered and left to stand for 72 hours. All the solid starting material had dissolved. The solution was evaporated to dryness at reduced pressure and the residue was dissolved in ethyl acetate. The organic solution was washed with saturated aqueous sodium bicarbonate and dried over magnesium sulfate. Evaporation of solvent under reduced pressure gave an oil which was chromatographed on silica gel, eluding with 1:4 ethyl acetate:hexane to give methyl 2-[(4,4-difluoro-3-butenyl)thio]-4-pyrimidinecarboxylate (Compound No. 83) (0.154 g). M+ =260; 1 H NMR (CDCl3): delta2.40-2.54(2H m); 3.24(2H,t); 4.00(3H,s); 4.22-4.40(1H,m); 7.64(1H,d); 8.74(1H,d).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,31519-62-7, 2-Pyrimidinecarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Zeneca Limited; US5684011; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia