Dimethylformamide → N-(4-Methoxybenzyl) 4-amino-2-methylmercaptopyrimidine-5-carboxyamide

HRID 2354615

반응식

HRID 2354615 반응식
[NH2:1][C:2]1[C:7]([C:8](O)=O)=[CH:6][N:5]=[C:4]([S:11][CH3:12])[N:3]=1.[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH2:20])=[CH:17][CH:16]=1.ON1C2C=CC=CC=2N=N1.CN(C)[CH:35]=[O:36]>>[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH:20][C:35]([CH2:8][C:7]2[C:2]([NH2:1])=[N:3][C:4]([S:11][CH3:12])=[N:5][CH:6]=2)=[O:36])=[CH:17][CH:16]=1

참가 물질

5

반응물 4

HCID 6228DimethylformamideHCID 754524-MethoxybenzylamineHCID 757711-HydroxybenzotriazoleHCID 221347384-Amino-2-(methylthio)pyrimidine-5-carboxylic acid

생성물 1

HCID 131728064N-(4-Methoxybenzyl) 4-amino-2-methylmercaptopyrimidine-5-carboxyamide수율 81%

실험 절차

To a solution of 4-amino-2-methylmercaptopyrimidine-5-carboxylic acid (185 mg, 1 mmol) and p-methoxybenzyl amine (164 mg, 1.2 mmol) in N,N-dimethylformamide was added 1-hydroxybenzotriazole (92 mg, 92 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarboiimide hydrochloride (229 mg, 1.2 mmol). The reaction mixture was stirred at room temperature over night. The solvent was removed under reduce pressure. The residue was dissolved in ethyl acetate (30 mL) and washed by water (30 mL) and brine (30 mL), dried over sodium sulfate, and the solvent was evaporated. The residue was purified by column chromatography (hexanes:ethyl acetate=1:1) to give the desired product as a white powder (245 mg, 81%).

후처리

  1. customThe solvent was removed
  2. dissolutionThe residue was dissolved in ethyl acetate (30 mL)
  3. washwashed by water (30 mL) and brine (30 mL)
  4. dry with materialdried over sodium sulfate
  5. customthe solvent was evaporated
  6. customThe residue was purified by column chromatography (hexanes:ethyl acetate=1:1)

출처 및 근거

ORD 기록
ord-3feaa15befa4439a9c6e817c5863b524
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07754726B2

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