4-Aminobiphenyl → 1-(Biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester

HRID 1665668

反応式

HRID 1665668 の反応式
C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl.[C:23]1([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=1.[CH3:36][O:37][C:38]([C:40]1([C:43](O)=[O:44])[CH2:42][CH2:41]1)=[O:39]>CN(C1C=CN=CC=1)C.CN(C=O)C.O>[CH3:36][O:37][C:38]([C:40]1([C:43](=[O:44])[NH:29][C:26]2[CH:25]=[CH:24][C:23]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:28][CH:27]=2)[CH2:42][CH2:41]1)=[O:39]

参加物

8

反応物 4

HCID 71024-AminobiphenylHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 138618231-(Methoxycarbonyl)cyclopropane-1-carboxylic acid

生成物 1

HCID 578758101-(Biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester収率 75.2%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

HOBt (70 mg, 0.54 mmol), DMAP (110 mg, 0.9 mmol), EDCI.HCl (104 mg, 0.54 mmol) followed by biphenyl-4-ylamine (92 mg, 0.54 mmol) were added to a stirred solution of cyclopropane-1,1-dicarboxylic acid methyl ester (65 mg, 0.45 mmol) in DMF (2 mL) and the resulting mixture was stirred at ambient temperature overnight. The reaction mixture was then diluted with water. The resulting precipitate was isolated by filtration and dried to afford 100 mg (75%) of 1-(biphenyl-4-ylcarbamoyl)-cyclopropanecarboxylic acid methyl ester.

後処理

  1. customThe resulting precipitate was isolated by filtration
  2. customdried

出典と根拠

ORDレコード
ord-735d1618010c41a1a8d9c6a5a3a1ae4d
出典データセット
uspto-grants-2011_10
特許番号
US08039463B2

関連ノート

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