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

HRID 1609209노트

반응식

HRID 1609209 반응식
Cl.[CH2:2]([O:9][C:10]([C:12]1([NH:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]#[N:32])=[CH:21][CH:20]=2)[CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.CCN(C(C)C)C(C)C.[C:42](Cl)(=[O:47])[CH2:43][CH2:44][CH2:45][CH3:46].N>C(OCC)(=O)C>[CH2:2]([O:9][C:10]([C:12]1([N:17]([CH2:18][C:19]2[CH:20]=[CH:21][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]#[N:32])=[CH:23][CH:24]=2)[C:42](=[O:47])[CH2:43][CH2:44][CH2:45][CH3:46])[CH2:13][CH2:14][CH2:15][CH2:16]1)=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 222AmmoniaHCID 61186Valeryl chloride2회HCID 81531DiisopropylethylamineHCID 20083511N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyano-biphenyl-4-ylmethyl)-amine hydrochloride

생성물 1

HCID 20083535N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-N-pentanoyl-amine

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A solution of 2.9 g (6.5 mmol) of N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyano-biphenyl-4-ylmethyl)-amine hydrochloride and 4.4 ml (26 mmol) of Hunig base in 50 ml of ethyl acetate is treated with 1.1 g (9 mmol) of pentanoyl chloride, and the mixture is stirred for 15 hours at 25°-30°. After the addition of a further 0.5 g of pentanoyl chloride the mixture is stirred for a further 8 hours. The reaction mixture is then treated with 10 ml of aqueous ammonia solution (5%) and stirred for 0,5 hours. The ethyl acetate phase is separated, washed in succession with 2 N-hydrochloric acid, water and sodium hydrogencarbonate solution, dried and evaporated. The N-(1-benzyloxycarbonylcyclopentyl)-N-(2'-cyanobiphenyl-4-ylmethyl)-N-pentanoyl-amine is thus obtained in the form of a brown oil [Rf : 0.53 (system B7)], which is used for further reactions in crude form.

후처리

  1. stirringis stirred for a further 8 hours
  2. stirringstirred for 0,5 hours
  3. customThe ethyl acetate phase is separated
  4. washwashed in succession with 2 N-hydrochloric acid, water and sodium hydrogencarbonate solution
  5. customdried
  6. customevaporated

출처 및 근거

ORD 기록
ord-45dff45efdab4e3eb906fc6aaaaed7c2
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05399578

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