1-(Bromomethyl)-4-ethylbenzene → HCID 24951496, compound

HRID 1879185Notes

Reaction equation

HRID 1879185 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]([CH2:30][CH3:31])=[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:29]=[CH:28][C:27]([CH2:30][CH3:31])=[CH:26][CH:25]=4)[N:17]=3)=[N:13][C:12]=2[CH3:21])=[O:10])[CH:2]=1

Participants

3

Reactant 2

HCID 122315601-(Bromomethyl)-4-ethylbenzeneHCID 866455594-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide

Product 1

HCID 24951496HCID 24951496, 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-4-ethyl-benzene as described in Example 49 and isolated as a white solid (0.056 g, 42 (% yield). 1H NMR (400 MHz, CDCl3) δ 8.61 (s, 1H), 8.52-8.58 (m, 1H), 7.72 (d, J=8 Hz, 1H), 7.06-7.48 (m, 6H), 6.80-6.84 (m, 1H), 6.08-6.15 (m, 1H), 4.63 (d, J=8 Hz, 2H), 2.75 (s, 3H), 2.61-2.70 (m, 2H), 1.13-1.26 (m, 3H); MS (M+H)+=418.2; Rt=1.38 min; HRMS (M+H)+=418.17.

Workup

  1. customisolated as a white solid (0.056 g, 42 (% yield)

Sources & evidence

ORD record
ord-4a5e71c0ca1f4136b18f7d3211229209
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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