HCID 12798005、化合物 → HCID 21243579、化合物

HRID 648728ノート

反応式

HRID 648728 の反応式
OC1C=CC=C2C=1C(C#N)=CN2.[O:13]1[CH2:28][CH:14]1[CH2:15][O:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]2[C:18]=1[C:19]([C:26]#[N:27])=[CH:20][NH:21]2.[CH2:29]([O:32][C:33]1[CH:42]=[CH:41][CH:40]=[CH:39][C:34]=1[O:35][CH2:36][CH2:37][NH2:38])[CH:30]=[CH2:31]>>[OH:13][CH:14]([CH2:28][NH:38][CH2:37][CH2:36][O:35][C:34]1[CH:39]=[CH:40][CH:41]=[CH:42][C:33]=1[O:32][CH2:29][CH:30]=[CH2:31])[CH2:15][O:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]2[C:18]=1[C:19]([C:26]#[N:27])=[CH:20][NH:21]2

参加物

4

反応物 3

HCID 12798005HCID 12798005、化合物HCID 131869494-hydroxy-1H-indole-3-carbonitrileHCID 21243576HCID 21243576、化合物

生成物 1

HCID 21243579HCID 21243579、化合物

実験手順

Compounds of general formula (I) can be further reacted by known methods, for example by saponification and decarboxylation to give 4-hydroxyindole or 4-hydroxy-6-methylindole, or by aminolysis and dehydration to give 4-hydroxy-3-cyanoindole or 4-hydroxy-3-cyano-6-methylindole, which, by reaction with epichlorohydrin and alkylamino derivatives, give aminopropanols with useful pharmacological properties (see Federal Republic of Germany Patent Specification Nos. 25 08 251; 27 37 630; 29 05 877 and 30 30 047). However, compounds of general formula (I) can also be reacted to give aminopropanol derivatives directly, whereafter the compounds obtained are subsequently changed. Thus, for example, from 4-hydroxy-3-cyanoindole (see Federal Republic of Germany Patent Specification No. 30 29 980) there is obtained 4-(2,3-epoxypropoxy)-3-cyanoindole which is reacted with 2-(2-allyloxyphenoxy)-ethylamine to give the pharmacologically effective 4-{2-hydroxy-3-[2-(2-allyloxyphenoxy)-ethylamino]-propoxy}-3-cyanoindole (see Example 3h) of Federal Republic of Germany Patent Specification No. 30 30 047).

後処理

  1. customwhereafter the compounds obtained

出典と根拠

ORDレコード
ord-4577b4544e734d2d92b05c3367a2514d
出典データセット
uspto-grants-1988_04
特許番号
US04736043

反応ノート

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