The origin of a common compound about 2,4-Dichloropyrimidine-5-carbonitrile

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 3177-24-0, 2,4-Dichloropyrimidine-5-carbonitrile.

Reference of 3177-24-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3177-24-0, name is 2,4-Dichloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows.

A solution of Intermediate 43 (100 mg, 0.314 mmol), 2,4-dichloro-5-cyano- pyrimidine (81.9 mg, 0.471 mmol) and DIPEA (0.164 mL, 0.941 mmol) in rc-butanol (2 mL) was stirred at r.t. for 72 h. The mixture was dissolved in EtOAc (150 mL) and washed with saturated brine (3 x 30 mL). The organic layer was dried (MgSO4), filtered and concentrated in vacuo. Purification by column chromatography (SiO2, 97:2:1 DCM/ MeOH/NH3 solution in MeOH) gave an off-white glass (60 mg, 42percent). LCMS (ES+) 456 (M+H)+ (mixture of regioisomers). The off-white glass (60 mg, 0.132 mmol), 7M NH3 in MeOH (1.5 mL) and NH4OH (1 mL) were combined and heated under microwave irradiation at 1200C for 1 h. After addition of saturated brine (20 mL) the reaction mixture was extracted with EtOAc (3 x 60 mL). The combined organic layers were dried (MgSO4), filtered and concentrated in vacuo. Purification by preparative HPLC gave the title compounds (9.7 mg, 17percent; and 22.2 mg, 39percent) as white solids. deltaH (DMSO-de) 8.23 (IH, s), 8.01 (IH, s), 7.86 (IH, d, J 8.07 Hz), 7.73-7.64 (3H, m), 7.30-7.20 (IH, br s), 7.18 (2H, t, J7.76 Hz), 6.88 (IH, t, J5.30 Hz), 5.55-5.47 (IH, m), 3.98-3.92 (IH, m), 3.73-3.57 (2H, m), 2.22-1.96 (3H, m), 1.83-1.72 (IH, m), 1.63 (3H, d, J6.74 Hz). deltaH (DMSO-d6; T = 125°C) 8.23 (IH, s), 8.00 (IH, s), 7.65 (IH, s), 7.63 (IH, s), 7.45 (IH, d, J 8.00 Hz), 7.17 (IH, t, J 8.00 Hz), 7.09 (IH, br s), 6.70-6.57 (3H, m), 5.40-5.30 (IH, m), 4.02-3.95 (IH, m), 3.80-3.68 (2H, m), 2.25-2.10 (3H, m), 1.96-1.87 (IH, m), 1.63 (3H, d, J8.00 Hz). LCMS (ES+) 412 (M+H)+, 3.11 minutes {Method I). LCMS (ES+) 412 (M+H)+, 1.70 minutes {Method 2).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 3177-24-0, 2,4-Dichloropyrimidine-5-carbonitrile.

Reference:
Patent; UCB PHARMA S.A.; ALLEN, Daniel, Rees; BROWN, Julien, Alistair; BUeRLI, Roland; HAUGHAN, Alan, Findlay; MACDONALD, Jonathan, David; MATTEUCCI, Mizio; OWENS, Andrew, Pate; RAPHY, Gilles; SAVILLE-STONES, Elizabeth, Anne; SHARPE, Andrew; WO2010/92340; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia