Category: 75833-38-4

Reference of 75833-38-4, 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.75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, molecular weight is 139.54, as common compound, the synthetic route is as follows.

1.2 (2-Chloro-pyrimidin-4-ylmethyl)carbamic acid tert-butylester; 2-Chloropyrimidine-4-carbonitrile (24 g), 40.8 g of t-butyl dicarbonate (BOC2O) in 1.2 L of methanol and 5 g of Raney nickel (Raney 2400) were charged in an autoclave. The autoclave was sealed and purged with hydrogen. The hydrogenation was run at 30 psi hydrogen gas. The reduction was carried out to completion and the reactor was vented and purged with nitrogen. The reaction mixture was filtered over diatomaceous earth and the filtrate was concentrated. The residue was purified by chromatography to yield the title compound (35 g, 84%) as white solid of melting point of 86-88 0C.

Statistics shows that 75833-38-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloropyrimidine-4-carbonitrile.

Reference:
Patent; BASF SE; WO2008/62011; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 75833-38-4 , The common heterocyclic compound, 75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, 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.

a) 2-Chloropyrimidine-4-carboxamide 338 g of 98% strength formic acid are introduced into a 1–1 round bottom flask fitted with magnetic stirring and containing 131.9 g (946 mmol) of 2-chloropyrimidine-4-carbonitrile, and a stream of gaseous hydrochloric acid is passed through slowly for 1 h 30 min. The mixture is allowed to stand overnight, the solid is isolated on sintered glass and is then purified by recrystallisation with filtration while hot, from a mixture of nitromethane and ethyl acetate. In this way, 107.03 g of grey solid are isolated as three crops, after drying under vacuum and with heating. Melting point: 152.5-154 C.

The synthetic route of 75833-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Synthelabo; US5164397; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 75833-38-4 , The common heterocyclic compound, 75833-38-4, name is 2-Chloropyrimidine-4-carbonitrile, molecular formula is C5H2ClN3, 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.

a) 2-Chloropyrimidine-4-carboxamide 338 g of 98% strength formic acid are introduced into a 1–1 round bottom flask fitted with magnetic stirring and containing 131.9 g (946 mmol) of 2-chloropyrimidine-4-carbonitrile, and a stream of gaseous hydrochloric acid is passed through slowly for 1 h 30 min. The mixture is allowed to stand overnight, the solid is isolated on sintered glass and is then purified by recrystallisation with filtration while hot, from a mixture of nitromethane and ethyl acetate. In this way, 107.03 g of grey solid are isolated as three crops, after drying under vacuum and with heating. Melting point: 152.5-154 C.

The synthetic route of 75833-38-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Synthelabo; US5164397; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

75833-38-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 75833-38-4 as follows.

A mixture of 2-chloropyrimidine-4-carbonitrile (1 .5 g, 10.7 mmol), di-tert-butyldicarbonate (2.8 mL, 12.9 mmol) and 10% Pd/C (572 mg, 0.5 mmol) in EtOH(25 mL) was stirred at room temperature under a hydrogen atmosphere (1atm, balloon). After 4h, the reaction mixture was filtered through a pad ofCelite. The filtrate was concentrated under vacuum. Purification (FCC, 5i02, 0-99% EtOAc) to yield title product (720 mg, 27%). MS (ESI): mass calcd. forC10H14C1N302, 243.7; mlz found, 187.9 [M-t-Bu]. 1H NMR (400 MHz, DMSOd 5) O 8.72 (d, J= 5.1 Hz, 1H), 7.56 (t, J= 6.2 Hz, 1H), 7.39 (d, J= 5.1 Hz, 1H),4.21 (d, J = 6.0 Hz, 2H), 1.40 (5, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75833-38-4, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHEN, Gang; CHROVIAN, Christa C.; COATE, Heather R.; DVORAK, Curt A.; GELIN, Christine F.; HISCOX, Afton; LETAVIC, Michael A.; RECH, Jason C.; SOYODE-JOHNSON, Akinola; STENNE, Brice; WALL, Jessica L.; ZHANG, Wei; (583 pag.)WO2017/139428; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia