Diisopropylethylamine → N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-amine

HRID 1609208

반응식

HRID 1609208 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:15]#[N:16])=[CH:5][CH:4]=1.[CH2:17]([O:24][C:25]([C:27]1([NH2:32])[CH2:31][CH2:30][CH2:29][CH2:28]1)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.CCN(C(C)C)C(C)C>CN(C)C=O>[CH2:17]([O:24][C:25]([C:27]1([NH:32][CH2:2][C:3]2[CH:8]=[CH:7][C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:15]#[N:16])=[CH:5][CH:4]=2)[CH2:28][CH2:29][CH2:30][CH2:31]1)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 231228Benzyl 1-aminocyclopentane-1-carboxylateHCID 15019124'-(Bromomethyl)-2-cyanobiphenyl

생성물 1

HCID 20083512N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-amine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of 2.72 g (10 mmol) of 4-bromomethyl-2'-cyano-biphenyl, 2.63 g (12 mmol) of 1-aminocyclopentane-carboxylic acid benzyl ester, 3.4 ml (20 mmol) of Hunig base and 10 ml of N,N-dimethylformamide is heated to 130°-140° (bath temperature) for 2 hours while stirring. After cooling, the reaction mixture is poured onto 50 ml of ice/water. Extraction using ethyl acetate yields the crude N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-amine, which forms a hydrochloride melting between 180° and 182° (ethanol/diethyl ether).

후처리

  1. temperatureis heated to 130°-140° (bath temperature) for 2 hours
  2. temperatureAfter cooling
  3. extractionExtraction

출처 및 근거

ORD 기록
ord-aa3e4dfb5ace443294796a0eb9ae4bec
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05399578

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