1-Bromo-2-phenylpropane → HCID 59489559, compound

HRID 1879201Notes

Reaction equation

HRID 1879201 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][CH:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH3:25]>CCCCCCC.C(O)C>[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@H:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH3:25])[N:17]=3)=[N:13][C:12]=2[CH3:21])=[O:10])[CH:2]=1

Participants

4

Reactant 2

HCID 978131-Bromo-2-phenylpropaneHCID 866455594-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide

Product 1

HCID 59489559HCID 59489559, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 22502148Ethanol heptaneSolvent

Procedure

The title compound was prepared from 4-methyl-2-(2H-pyrazol-3-yl)-thiazole-5-carboxylic acid (pyridin-3-ylmethyl)-amide and (2-bromo-1-methyl-ethyl)benzene as described in Example 49 and isolated by chiral separation (80/20 heptane/ethanol) (0.0033 mg, 15% yield). 1HNMR (400 MHz, CDCl3) δ 8.61 (s, 1H), 8.56 (d, J=4 Hz, 1H), 7.71 (d, J=8 Hz, 1H), 7.18-7.34 (m, 4H), 7.13 (d, J=8 Hz, 2H), 7.04 (d, J=2 Hz, 1H), 6.67 (d, J=2 Hz, 1H), 6.12-6.20 (m, 1H), 4.63 (d, J=4 Hz, 2H), 4.18-4.38 (m, 2H), 3.37-3.46 (m, 1H), 2.75 (s, 3H), 1.30 (d, J=8 Hz, 3H); MS (M+H)+=418.4; Rt=1.31 min; HRMS (M+H)+=418.17.

Sources & evidence

ORD record
ord-b903b407b82a4f9fb27455ff84ccb67a
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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