Trityl chloride → N-[2-(1-methyl-5-triphenylmethylaminopyrazol-4-yl)ethyl]formamide

HRID 349531노트

반응식

HRID 349531 반응식
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[CH2:8][CH2:9][NH:10][CH:11]=[O:12].C(N(CC)CC)C.[C:20]1([C:26](Cl)([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(Cl)Cl>[CH3:7][N:6]1[C:2]([NH:1][C:26]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[C:3]([CH2:8][CH2:9][NH:10][CH:11]=[O:12])[CH:4]=[N:5]1

참가 물질

5

반응물 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 17962016N-[2-(5-amino-1-methylpyrazol-4-yl)ethyl]formamide

생성물 1

HCID 17962019N-[2-(1-methyl-5-triphenylmethylaminopyrazol-4-yl)ethyl]formamide수율 71.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of N-[2-(5-amino-1-methylpyrazol-4-yl)ethyl]formamide (2.7 g, 16 mmol) and triethylamine (2.5 ml, 17.6 mmol) in methylene chloride (50 ml) was added triphenylmethyl chloride (5.2 g, 17.6 mmol), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was washed with successively 10% aqueous citric acid solution and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The residue was triturated with diisopropyl ether and dried in vacuo to give N-[2-(1-methyl-5-triphenylmethylaminopyrazol-4-yl)ethyl]formamide (4.7 g) as a colorless solid.

후처리

  1. washThe reaction mixture was washed with successively 10% aqueous citric acid solution and brine
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was triturated with diisopropyl ether
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-760693b07e06409fbc5286b0c00b03ac
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07179801B2

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