5-Chloro-alpha,alpha-dimethyl-1H-indole-3-ethanamine → [3-(1H-indol-3-yl)prop-1-yl][2-(2-ethyloxyphenoxy)ethyl]amine hydrochloride

HRID 1648396

Reaction equation

HRID 1648396 reaction equation
CS(O[CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[O:15][CH2:16][CH3:17])(=O)=O.[Cl:18]C1C=C2C(=CC=1)NC=C2CC(N)(C)C.[NH:33]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:35]([CH2:42][CH2:43][CH2:44][NH2:45])=[CH:34]1>>[ClH:18].[NH:33]1[C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[C:35]([CH2:42][CH2:43][CH2:44][NH:45][CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH2:16][CH3:17])=[CH:34]1

Participants

4

Reactant 3

HCID 132605-Chloro-alpha,alpha-dimethyl-1H-indole-3-ethanamineHCID 289891H-indole-3-propylamineHCID 152899942-(2-Ethoxyphenoxy)ethyl methanesulfonate

Product 1

HCID 19919952[3-(1H-indol-3-yl)prop-1-yl][2-(2-ethyloxyphenoxy)ethyl]amine hydrochloride

Procedure

Proceeding as in Example 3, but replacing 2-[2-(cyclopropylmethyloxy)phenoxy]ethyl methanesulfonate with 2-(2-ethyloxyphenoxy)ethyl methanesulfonate and [2-(5-chloro-1H-indol-3-yl)-1,1-dimethylethyl]amine with [3-(1H-indol-3-yl)-prop-1-yl]amine, gave [3-(1H-indol-3-yl)prop-1-yl][2-(2-ethyloxyphenoxy)ethyl]amine hydrochloride, m.p. 147°-148° C.

Sources & evidence

ORD record
ord-e97df20836744e7795878f1082b43d68
Source dataset
uspto-grants-1995_07
Patent number
US05436264

Linked notes

Loading…