1-[4-(Bromomethyl)phenyl]-1H-pyrrole → HCID 24956848, compound

HRID 1879187Notes

Reaction equation

HRID 1879187 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9]([C:11]2[S:15][C:14]([C:16]3[NH:17][N:18]=[CH:19][CH:20]=3)=[N:13][C:12]=2[CH3:21])=[O:10])[CH:2]=1.Br[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH:34]=[CH:33][CH:32]=[CH:31]2)=[CH:26][CH:25]=1>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][C:9]([C:11]2[S:15][C:14]([C:16]3[CH:20]=[CH:19][N:18]([CH2:23][C:24]4[CH:25]=[CH:26][C:27]([N:30]5[CH:34]=[CH:33][CH:32]=[CH:31]5)=[CH:28][CH:29]=4)[N:17]=3)=[N:13][C:12]=2[CH3:21])=[O:10])[CH:2]=1

Participants

3

Reactant 2

HCID 27954561-[4-(Bromomethyl)phenyl]-1H-pyrroleHCID 866455594-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide

Product 1

HCID 24956848HCID 24956848, compound

Procedure

The title compound was prepared from 4-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide and 1-(4-bromomethyl-phenyl)-1H-pyrrole as described in Example 49 and isolated as a white solid (0.08 g, 52% yield). 1H NMR (400 MHz, CDCl3) δ 8.60 (s, 1H), 8.54-8.57 (m, 1H), 7.71 (d, J=8.1 Hz, 1H), 7.26-7.43 (m, 6H), 7.07 (d, J=8 Hz, 2H), 6.86 (s, 1H), 6.35 (d, J=4 Hz, 2H), 6.18-6.25 (m, 1H), 5.36 (s, 2H), J=8 Hz, 2H), 2.75 (s, 3H); MS (M+H)+=455.2; Rt=1.38 min; HRMS (M+H)+=455.17.

Sources & evidence

ORD record
ord-1ad90fbfff2f43a39d7a2fed79605138
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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