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

HRID 643691ノート

反応式

HRID 643691 の反応式
[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

参加物

6

反応物 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 11773104HCID 11773104、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-079bd96303784adc8327957327ced053
出典データセット
uspto-grants-2010_04
特許番号
US07700622B2

反応ノート

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