1-(2-Bromoethyl)-4-methoxybenzene → HCID 24955769, compound

HRID 1879214Notes

Reaction equation

HRID 1879214 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][NH:7][C:8]([C:10]2[S:14][C:13]([C:15]3[NH:16][N:17]=[CH:18][CH:19]=3)=[N:12][C:11]=2[CH3:20])=[O:9])=[CH:4][CH:3]=1.Br[CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=1>>[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][NH:7][C:8]([C:10]2[S:14][C:13]([C:15]3[CH:19]=[CH:18][N:17]([CH2:24][CH2:25][C:26]4[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[CH:28][CH:27]=4)[N:16]=3)=[N:12][C:11]=2[CH3:20])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 844271-(2-Bromoethyl)-4-methoxybenzeneHCID 68489655HCID 68489655, compound

Product 1

HCID 24955769HCID 24955769, compound

Procedure

The title compound was prepared from 4-methyl-2-(2H-pyrazol-3-yl)thiazole-5-carboxylic acid 4-fluoro-benzylamide and 1-(2-bromo-ethyl)-4-methoxy-benzene as describe in Example 83 and isolated as a white solid (0.045 g, 38% yield). 1H NMR (400 MHz, CDCl3) δ 7.30-7.35 (m, 2H), 7.14 (d, J=2 Hz, 1H), 7.04 (t, J=8 Hz, 2H), 6.97 (d, J=8 Hz, 2H), 6.80 (d, J=8 Hz, 2H), 6.71 (d, J=2 Hz, 1H), 6.03-6.09 (m, 1H), 4.57 (d, J=4 Hz, 2H), 4.32 (t, J=7 Hz, 2H), 3.77 (s, 3H); 3.12 (t, J=7 Hz, 2H), 2.75 (s, 3H); MS (M+H)+=451.2; Rt=1.49 min; HRMS (M+H)+=451.16.

Sources & evidence

ORD record
ord-a7e61c65180948f48e096253af0108a2
Source dataset
uspto-grants-2012_11
Patent number
US08314138B2

Reaction notes

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