5-Chloro-alpha,alpha-dimethyl-1H-indole-3-ethanamine → [2-(2-methylsulfonyl-1H-indol-3-yl)-1,1-dimethylethyl]{2-[2-(2-methylprop-1-yloxy)phenoxy]ethyl}amine hydrochloride

HRID 1648401Notes

Reaction equation

HRID 1648401 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][CH:17]([CH3:19])[CH3:18])(=O)=O.[Cl:20]C1C=C2C(=CC=1)NC=C2CC(N)(C)C.[CH3:35][S:36]([C:39]1[NH:40][C:41]2[C:46]([C:47]=1[CH2:48][C:49]([NH2:52])([CH3:51])[CH3:50])=[CH:45][CH:44]=[CH:43][CH:42]=2)(=[O:38])=[O:37]>>[ClH:20].[CH3:35][S:36]([C:39]1[NH:40][C:41]2[C:46]([C:47]=1[CH2:48][C:49]([NH:52][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[O:15][CH2:16][CH:17]([CH3:18])[CH3:19])([CH3:50])[CH3:51])=[CH:45][CH:44]=[CH:43][CH:42]=2)(=[O:38])=[O:37]

Participants

4

Reactant 3

HCID 132605-Chloro-alpha,alpha-dimethyl-1H-indole-3-ethanamineHCID 152899972-[2-(2-Methylprop-1-yloxy)phenoxy]ethyl methanesulfonateHCID 19919941[2-(2-methylsulfonyl-1H-indol-3-yl)-1,1-dimethylethyl]amine

Product 1

HCID 19919913[2-(2-methylsulfonyl-1H-indol-3-yl)-1,1-dimethylethyl]{2-[2-(2-methylprop-1-yloxy)phenoxy]ethyl}amine hydrochloride

Procedure

Proceeding as an Example 3, but replacing 2-[2-(cyclopropylmethyloxy)phenoxy]ethyl methanesulfonate with 2-[2-(2-methylprop-1-yloxy)phenoxy]ethyl methanesulfonate and [2-(5-chloro-1H-indol-3-yl)-1,1-dimethylethyl]amine with [2-(2-methylsulfonyl-1H-indol-3-yl)-1,1-dimethylethyl]amine, gave [2-(2-methylsulfonyl -1H-indol-3-yl)-1,1-dimethylethyl]{2-[2-(2-methylprop-1-yloxy)phenoxy]ethyl}amine hydrochloride.

Sources & evidence

ORD record
ord-cdd6050115d7493d94fd2350b8107f26
Source dataset
uspto-grants-1995_07
Patent number
US05436264

Reaction notes

Loading…