2-Fluorobenzoyl chloride → HCID 67006303, compound
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]3[N:14]([C:15]=2[C:16]2[CH:21]=[CH:20][N:19]=[C:18]([NH:22][C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][CH2:30][N:31]5[CH2:36][CH2:35][O:34][CH2:33][CH2:32]5)[CH:24]=4)[N:17]=2)[CH:13]=[CH:12][S:11]3)[CH:5]=[CH:6][CH:7]=1.NC1C=C(C2N=C3N(C=2C2C=CN=C(NC4C=CC=C(OCCCN5CCOCC5)C=4)N=2)C=CS3)C=CC=1.[F:75][C:76]1[CH:84]=[CH:83][CH:82]=[CH:81][C:77]=1[C:78](Cl)=[O:79].FC1C=CC=C(F)C=1C(Cl)=O>>[F:75][C:76]1[CH:84]=[CH:83][CH:82]=[CH:81][C:77]=1[C:78]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[N:9]=[C:10]3[N:14]([C:15]=2[C:16]2[CH:21]=[CH:20][N:19]=[C:18]([NH:22][C:23]4[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][CH2:30][N:31]5[CH2:36][CH2:35][O:34][CH2:33][CH2:32]5)[CH:24]=4)[N:17]=2)[CH:13]=[CH:12][S:11]3)[CH:3]=1)=[O:79]Participants
5
Procedure
The title compound was prepared as described in EXAMPLE 297, with the following substitutions: 4-(6-(3-aminophenyl)imidazo[2,1-b]thiazol-5-yl)-N-(3-(2-morpholinoethyl)phenyl)pyrimidin-2-amine for 4-(6-(3-aminophenyl)imidazo[2,1-b]thiazol-5-yl)-N-(3-(3-morpholinopropoxy)phenyl)pyrimidin-2-amine and 2-fluorobenzoyl chloride for 2,6-difluorobenzoyl chloride. (ESI(+)) m/e 620 (M+H)+; (ESI(−)) m/e 618 (M−H)−; 1H-NMR (300 MHz, DMSO-d6) □ 10.54 (s, 1H), 9.62 (s, 1H), 8.81 (d, 1H), 8.29 (d, 1H), 8.03 (s, 1H), 7.84 (d, 1H), 7.67 (td, 1H), 7.53-7.62 (m, 3H), 7.50 (d, 1H), 7.42-7.48 (m, 1H), 7.30-7.40 (m, 3H), 7.22 (t, 1H), 6.87 (d, 1H), 6.63 (d, 1H), 3.52-3.59 (m, 4H), 3.17 (d, 1H), 3.66-3.77 (m, 2H), 2.51-2.55 (m, 1H), 2.37-2.43 (m, 4H).
Sources & evidence
- ORD record
- ord-a5405d222e754de8a8b5f71f18f6cef6
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08067409B2
Reaction notes
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