Acetic Anhydride → 3'-Acetylamino4'-benzoyl-6-methyl-biphenyl-3-carboxylic acid cyclopropylamide

HRID 643691노트

반응식

HRID 643691 반응식
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([C:14]3[CH:19]=[CH:18][C:17]([C:20](=[O:27])[C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[C:16]([NH2:28])[CH:15]=3)[C:10]([CH3:13])=[CH:11][CH:12]=2)=[O:6])[CH2:3][CH2:2]1.C(N(CC)CC)C.[C:36](OC(=O)C)(=[O:38])[CH3:37]>C(Cl)Cl.C(OCC)(=O)C>[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[C:9]([C:14]3[CH:19]=[CH:18][C:17]([C:20](=[O:27])[C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[C:16]([NH:28][C:36](=[O:38])[CH3:37])[CH:15]=3)[C:10]([CH3:13])=[CH:11][CH:12]=2)=[O:6])[CH2:2][CH2:3]1

참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 11773104HCID 11773104, 화합물

생성물 1

HCID 113843823'-Acetylamino4'-benzoyl-6-methyl-biphenyl-3-carboxylic acid cyclopropylamide수율 85.1%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of the 3′-Amino-4′-benzoyl-6-methyl-biphenyl-3-carboxylic acid cyclopropylamide from Example 14 (21 mg, 0.057 mmol) and triethyl amine (29 mg, 0.284 mmol) in 1.5 mL methylene chloride was added acetic anhydride (8.7 mg, 0.085 mmol) at room temperature. The reaction mixture was stirred at that temperature for 6 hours. The mixture was diluted with 50 mL of ethyl acetate and was washed with sat. aqueous NaHCO3 (10 mL), water (10 mL), and brine (10 mL), dried over MgSO4, and the solvents were evaporated. The residue was purified by preparative TLC sheet (ethyl acetate:hexanes=1:1) to give a colorless solid (20 mg, 85%).

후처리

  1. washwas washed with sat. aqueous NaHCO3 (10 mL), water (10 mL), and brine (10 mL)
  2. dry with materialdried over MgSO4
  3. customthe solvents were evaporated
  4. customThe residue was purified by preparative TLC sheet (ethyl acetate:hexanes=1:1)

출처 및 근거

ORD 기록
ord-079bd96303784adc8327957327ced053
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700622B2

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