2-Bromothiazole → N-(3,4-Difluorobenzyl)-2-isopropyl-1-(oxazol-2-ylmethyl)-6-(thiazol-2-yloxy)-1H-indole-3-carboxamide

HRID 40164

Reaction equation

HRID 40164 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][C:30]=1[F:31])[CH2:5][NH:6][C:7]([C:9]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[N:11]([CH2:19][C:20]2[O:21][CH:22]=[CH:23][N:24]=2)[C:10]=1[CH:25]([CH3:27])[CH3:26])=[O:8].Br[C:33]1[S:34][CH:35]=[CH:36][N:37]=1>CS(C)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][C:30]=1[F:31])[CH2:5][NH:6][C:7]([C:9]1[C:17]2[C:12](=[CH:13][C:14]([O:18][C:33]3[S:34][CH:35]=[CH:36][N:37]=3)=[CH:15][CH:16]=2)[N:11]([CH2:19][C:20]2[O:21][CH:22]=[CH:23][N:24]=2)[C:10]=1[CH:25]([CH3:27])[CH3:26])=[O:8]

Participants

4

Reactant 2

HCID 764302-BromothiazoleHCID 59762311N-(3,4-difluorobenzyl)-6-hydroxy-2-isopropyl-1-(oxazol-2-ylmethyl)-1H-indole-3-carboxamide2×

Product 1

HCID 59762429N-(3,4-Difluorobenzyl)-2-isopropyl-1-(oxazol-2-ylmethyl)-6-(thiazol-2-yloxy)-1H-indole-3-carboxamide

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from N-(3,4-difluorobenzyl)-6-hydroxy-2-isopropyl-1-(oxazol-2-ylmethyl)-1H-indole-3-carboxamide (Compound 210), 2-bromothiazole and DMSO with heating following General Procedure N.

Workup

  1. temperaturewith heating

Sources & evidence

ORD record
ord-5f54decd916a40c8b9a572bd1248c22c
Source dataset
uspto-grants-2013_09
Patent number
US08524917B2

Linked notes

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