Phenylacetyl chloride → HCID 67005357, 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.[C:75]1([CH2:81][C:82](Cl)=[O:83])[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=1.FC1C=CC=C(F)C=1C(Cl)=O>>[N:31]1([CH2:30][CH2:29][C:25]2[CH:24]=[C:23]([NH:22][C:18]3[N:17]=[C:16]([C:15]4[N:14]5[C:10]([S:11][CH:12]=[CH:13]5)=[N:9][C:8]=4[C:4]4[CH:3]=[C:2]([NH:1][C:82](=[O:83])[CH2:81][C:75]5[CH:80]=[CH:79][CH:78]=[CH:77][CH:76]=5)[CH:7]=[CH:6][CH:5]=4)[CH:21]=[CH:20][N:19]=3)[CH:28]=[CH:27][CH:26]=2)[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1Participants
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-phenylacetyl chloride for 2,6-difluorobenzoyl chloride. (ESI(+)) m/e 616 (M+H)+; (ESI(−)) m/e 614 (M−H)−; 1H-NMR (300 MHz, DMSO-d6) □ 10.29 (s, 1H), 9.62 (s, 1H), 8.80 (d, 1H), 8.26 (d, 1H), 7.88 (t, 1H), 7.68-7.74 (m, 1H), 7.54-7.61 (m, 2H), 7.49 (d, 1H), 7.40 (t, 1H), 7.18-7.36 (m, 6H), 6.86 (d, 1H), 6.59 (d, 1H), 3.65 (s, 2H), 3.53-3.60 (m, 4H), 3.17 (d, 1H), 2.68-2.76 (m, 2H), 2.52-2.56 (m, 1H), 2.38-2.43 (m, 4H).
Sources & evidence
- ORD record
- ord-3c04159d68b84ef9867148211cbd1a36
- Source dataset
- uspto-grants-2011_11
- Patent number
- US08067409B2
Reaction notes
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