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

HRID 1665668
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HRID 1665668 반응식
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]
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참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매
HCID 962Water용매
HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-735d1618010c41a1a8d9c6a5a3a1ae4d
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08039463B2

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