(2-Bromoethyl)cyclopropane → HCID 59489535, compound
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][CH:26]1[CH2:28][CH2:27]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][CH:26]4[CH2:28][CH2:27]4)[N:16]=3)=[N:12][C:11]=2[CH3:20])=[O:9])=[CH:4][CH:3]=1Participants
3
Procedure
The title compound was prepared from 4-methyl-2-(2H-pyrazol-3-yl)thiazole-5-carboxylic acid 4-fluoro-benzylamide and (2-bromo-ethyl)cyclopropane as describe in Example 83 and isolated as a white solid (0.045 g, 38% yield). 1H NMR (400 MHz, CDCl3) δ 7.44 (d, J=2 Hz, 1H), 7.29-7.35 (m, 2H), 7.05 (t, J=8 Hz, 2H), 6.80 (d, J=2 Hz, 1H), 5.96-6.01 (bm, 1H), 4.57 (d, J=4 Hz, 2H), 4.23 (t, J=7 Hz, 2H), 2.75 (s, 3H), 1.78 (q, J=7 Hz, 2H), 0.58-0.68 (m, 1H), 0.40-0.48 (m, 2H), 0.0-0.04 (m, 2H); MS (M+H)+=385.2; Rt=1.48 min; HRMS (M+H)+=385.15.
Sources & evidence
- ORD record
- ord-9720a5dccafb43218d1895324b52d2e4
- Source dataset
- uspto-grants-2012_11
- Patent number
- US08314138B2
Reaction notes
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