(E)-5,5-bis(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester → (E)-N-[4-(4-isoquinolinyl)butyl]-5,5-bis(4-methoxyphenyl)-2,4-pentadienamide

HRID 2232874노트

반응식

HRID 2232874 반응식
[N+](C1C=CC([O:10][C:11](=O)/[CH:12]=[CH:13]/[CH:14]=[C:15]([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=CC=1)([O-])=O.[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[C:36]([CH2:43][CH2:44][CH2:45][CH2:46][NH2:47])=[CH:35][N:34]=1>O1CCCC1>[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[C:36]([CH2:43][CH2:44][CH2:45][CH2:46][NH:47][C:11](=[O:10])/[CH:12]=[CH:13]/[CH:14]=[C:15]([C:24]2[CH:25]=[CH:26][C:27]([O:30][CH3:31])=[CH:28][CH:29]=2)[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[CH:35][N:34]=1

참가 물질

4

반응물 2

HCID 14347315(E)-5,5-bis(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl esterHCID 149941264-Isoquinolinebutanamine

생성물 1

HCID 14347374(E)-N-[4-(4-isoquinolinyl)butyl]-5,5-bis(4-methoxyphenyl)-2,4-pentadienamide수율 29.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

As in Example 134, a solution of (E)-5,5-bis-(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester (0.841 g) and 4-isoquinolinebutanamine (0.39 g) in tetrahydrofuran (8 mL) was stirred for 17 hours at room temperature and was worked up in the usual manner. The crude product was purified by HPLC (ethyl acetate-hexane; 3:1) and then was crystallized from ethyl acetate-ether to provide 0.284 g of (E)-N-[4-(4-isoquinolinyl)butyl]-5,5-bis(4-methoxyphenyl)-2,4-pentadienamide, mp 91°-93° C.

후처리

  1. customThe crude product was purified by HPLC (ethyl acetate-hexane; 3:1)
  2. customwas crystallized from ethyl acetate-ether

출처 및 근거

ORD 기록
ord-ff38a7c0a4644092a366b2f32f885ee4
출처 데이터셋
uspto-grants-1988_11
특허 번호
US04788206

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