Neophyl chloride → HCID 24955768, compound

HRID 1879211Notes

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.Cl[CH2:24][C:25]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([CH3:27])[CH3:26]>>[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][C:25]([CH3:27])([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH3:26])[N:16]=3)=[N:12][C:11]=2[CH3:20])=[O:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 68191Neophyl chloride

HCID 68489655HCID 68489655, compound

Product 1

HCID 24955768HCID 24955768, compound

Procedure

The title compound was prepared from 4-methyl-2-(2H-pyrazol-3-yl)thiazole-5-carboxylic acid 4-fluoro-benzylamide and (2-chloro-1,1-dimethyl-ethyl)-benzene as describe in Example 83 and isolated as a white solid (0.046 g, 33% yield). 1H NMR (400 MHz, CDCl3) δ 7.22-7.35 (m, 7H), 7.02-7.08 (m, 1H), 6.69 (d, J=2 Hz, 1H), 6.62 (d, J=2 Hz, 1H), 5.96-6.03 (bm, 1H), 4.57 (d, J=4 Hz, 2H), 4.28 (s, 2H), 2.73 (s, 3H), 1.40 (s, 6H); MS (M+H)+=449.2; Rt=1.64 min; HRMS (M+H)+=449.18.

Sources & evidence

ORD record: ord-ee6d9860b1ec42c7962e689a32eef8f4
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08314138B2

Reaction notes

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