3-Fluorobenzyl bromide → HCID 24951498, compound

HRID 1879196Notes

Reaction equation

HRID 1879196 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][CH:27]=[C:26]([F:30])[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:29]=[CH:28][CH:27]=[C:26]([F:30])[CH:25]=4)[N:17]=3)=[N:13][C:12]=2[CH3:21])=[O:10])[CH:2]=1

Participants

3

Reactant 2

HCID 680073-Fluorobenzyl bromideHCID 866455594-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide

Product 1

HCID 24951498HCID 24951498, 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-bromomethyl-3-fluoro-benzene as described in Example 49 and isolated as white solid (0.068 mg, 49% yield). 1H NMR (400 MHz, CDCl3) δ 8.61 (s, 1H), 8.56 (d, J=4 Hz, 1H), 7.71 (d, J=8 Hz, 1H), 7.42 (d, J=2 Hz, 1H), 7.26-7.35 (m, 2H), 6.99-7.06 (m, 2H), 6.93 (d, J=8 Hz, 1H), 6.86 (d, J=2 Hz, 1H), 6.05-6.13 (m, 1H), 5.35 (s, 2H), 4.63 (d, J=8 Hz, 2H), 2.75 (s, 3H); MS (M+H)+=408.2; Rt=1.25 min; HRMS (M+H)+=408.13.

Sources & evidence

ORD record
ord-b9a7ced9b2904e98911d69cf6ad0f83c
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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