(E)-5,5-bis(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl ester → (E)-N-[3-(8-isoquinolinyl) propyl]-5,5-bis(4-methoxyphenyl)-2,4-pentadienamide

HRID 1110626ノート

反応式

HRID 1110626 の反応式
[N+](C1C=CC(O[C:11](=[O:32])/[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][C:41]=2[CH2:43][CH2:44][CH2:45][NH2:46])[CH:36]=[CH:35][N:34]=1>O1CCCC1>[CH:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][C:41]=2[CH2:43][CH2:44][CH2:45][NH:46][C:11](=[O:32])/[CH:12]=[CH:13]/[CH:14]=[C:15]([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[CH:36]=[CH:35][N:34]=1

参加物

4

反応物 2

HCID 14347315(E)-5,5-bis(4-methoxyphenyl)-2,4-pentadienoic acid 4-nitrophenyl esterHCID 149941278-Isoquinolinepropanamine

生成物 1

HCID 14347375(E)-N-[3-(8-isoquinolinyl) propyl]-5,5-bis(4-methoxyphenyl)-2,4-pentadienamide収率 68.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

As in Example 134, a solution of (E)-5,5-bis(4-methoxyphenyl) -2,4-pentadienoic acid 4-nitrophenyl ester (0.24 g) and 8-isoquinolinepropanamine (0.103 g) in tetrahydrofuran (5 mL) was stirred for 17 hours at room temperature and was worked up in the usual manner. The crude amide was purified by HPLC (ethyl acetate) and then was crystallized from ethyl acetatehexane to afford 0.181 g of (E)-N-[3-(8-isoquinolinyl) propyl]-5.5-bis(4-methoxyphenyl)-2,4-pentadienamide, mp 115°-118° C.

後処理

  1. customThe crude amide was purified by HPLC (ethyl acetate)
  2. customwas crystallized from ethyl acetatehexane

出典と根拠

ORDレコード
ord-6d036a7fb2924bf088b990752b35dafa
出典データセット
uspto-grants-1990_12
特許番号
US04975438

反応ノート

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