HCID 66808370, compound → HCID 60204801, compound
Reaction equation
[C:1]([O:5][C:6](=[O:33])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][C:15]2[CH:20]=[CH:19][C:18]([S:21](=[O:31])(=[O:30])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([Br:29])=[CH:25][CH:24]=3)=[CH:17][C:16]=2[NH2:32])=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].C([C:36]1[C:37]([N:43]=[CH:44][N:45]([CH3:47])C)=[N:38][C:39]([CH3:42])=[CH:40][CH:41]=1)#N>>[C:1]([O:5][C:6](=[O:33])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][C:15]2[CH:20]=[CH:19][C:18]([S:21](=[O:30])(=[O:31])[NH:22][C:23]3[CH:28]=[CH:27][C:26]([Br:29])=[CH:25][CH:24]=3)=[CH:17][C:16]=2[NH:32][C:47]2[C:36]3[CH:41]=[CH:40][C:39]([CH3:42])=[N:38][C:37]=3[N:43]=[CH:44][N:45]=2)=[CH:10][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]Participants
Procedure
The product from Example 149D was reacted with the product from Example 10B using the procedure described in Example 149E substituting the product from Example 10B for the product from Example 36E to provide {4-[4-(4-Bromo-phenylsulfamoyl)-2-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenyl}-carbamic acid tert-butyl ester which was deprotected according to the procedure described in Example 149F, followed by silica gel chromatography provided the title compound as a trifluoroacetic acid salt. 1H NMR (300 MHz, DMSO-D6) δ ppm: 2.74 (s, 3H), 6.64 (d, J=8.46 Hz, 2H), 6.89 (d, J=8.09 Hz, 1H), 7.05 (d, J=9.19 Hz, 2H), 7.12 (d, J=8.82 Hz, 2H), 7.44 (d, J=8.82 Hz, 2H), 7.63 (dd, J=7.72, 0.74 Hz, 1H), 7.74 (s, 1H), 7.79 (dd, J=7.72, 1.10 Hz, 1H), 8.70-8.83 (m, 1H), 8.88 (d, J=8.09 Hz, 1H), 10.55 (s, 1H); MS (ESI+) m/z 593/595 (M+H)+.
Sources & evidence
- ORD record
- ord-4938ec9fc72a4a56b040eff403f8d6f7
- Source dataset
- uspto-grants-2011_03
- Patent number
- US07915411B2
Reaction notes
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