Ammonia → 6-Chloro-2-methylsulfanylpyrimidine-4-carboxamide

HRID 68302

반응식

HRID 68302 반응식
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([Cl:11])[N:8]=[C:7]([S:12][CH3:13])[N:6]=1)=O.[NH3:14]>C(Cl)(Cl)Cl>[Cl:11][C:9]1[N:8]=[C:7]([S:12][CH3:13])[N:6]=[C:5]([C:3]([NH2:14])=[O:2])[CH:10]=1

참가 물질

4

반응물 2

HCID 222AmmoniaHCID 238726Methyl 6-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate

생성물 1

HCID 2392766-Chloro-2-methylsulfanylpyrimidine-4-carboxamide수율 103.4%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A 500 mL flask was charged with the 6-chloro-2-methylsulfanyl-pyrimidine-4-carboxylic acid methyl ester (4.37 g, 20 mmol), and chloroform (30 mL). Ammonia (57 mL, 7 M in methanol, 0.4 mol, 20 eq.) was added with stirring. HPLC analysis after 20 minutes indicated no starting methyl ester remained. The mixture was sparged with nitrogen for 30 min, then concentrated in vacuo, and dried under high vacuum to afford the 6-chloro-2-methylsulfanyl-pyrimidine-4-carboxylic acid amide (4.21 g, quant.) in sufficient purity for use in the next step. 1H NMR (500 MHz, CDCl3) □ 7.76 (s, 1H), 7.60 (br s, 1H), 5.97 (br s, 1H), 2.61 (s, 3H); ESI-MS m/z 204.1 (M+H)+.

후처리

  1. customThe mixture was sparged with nitrogen for 30 min
  2. concentrationconcentrated in vacuo
  3. customdried under high vacuum

출처 및 근거

ORD 기록
ord-fbe7dfd91d8d45e19fc12674d442f8ad
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822451B2

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