Benzonitrile, 3-(bromomethyl)- → HCID 24956494, compound

HRID 1879190Notes

Reaction equation

HRID 1879190 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:25]=[C:26]([CH:29]=[CH:30][CH:31]=1)[C:27]#[N:28]>>[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:31]=[CH:30][CH:29]=[C:26]([C:27]#[N:28])[CH:25]=4)[N:17]=3)=[N:13][C:12]=2[CH3:21])=[O:10])[CH:2]=1

Participants

3

Reactant 2

HCID 97249Benzonitrile, 3-(bromomethyl)-HCID 866455594-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide

Product 1

HCID 24956494HCID 24956494, compound

Procedure

The title compound was prepared from 4-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide and 3-bromomethyl-benzonitrile as described in Example 49 and isolated as white solid (0.054 g, 40% yield). 1H NMR (400 MHz, CDCl3) δ 8.61 (s, 1H), 8.54-8.56 (m, 1H), 7.71 (d, J=8 Hz, 1H), 7.60-7.63 (m, 1H), 7.46-7.51 (m, 3H), 7.28-7.31 (m, 2H), 6.89 (s, 1H), 6.17-6.21 (m, 1H), 5.38 (s, 2H), 4.63 (d, J=8 Hz, 2H), 2.75 (s, 3H); MS (M+H)+=415.2; Rt=1.16 min; HRMS (M+H)+=415.13.

Sources & evidence

ORD record
ord-15a3621181da4c0ab41116be8a2b5d2f
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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