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

HRID 643687

反応式

HRID 643687 の反応式
[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

参加物

5

反応物 4

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

生成物 1

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

実験手順

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 ecaporated. The residue was purified by column chromatography (hexanes:ethyl acetate=1:1) to give the desired product as a white powder (245 mg, 81%).

後処理

  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 residue was purified by column chromatography (hexanes:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-598e6ff58c9f4a9f9c8143bed7451642
出典データセット
uspto-grants-2010_04
特許番号
US07700622B2

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