HCID 66808370, compound → HCID 60204801, compound

HRID 605440Notes

Reaction equation

HRID 605440 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

3

Reactant 2

HCID 66808370HCID 66808370, compoundHCID 66808573N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine2×

Product 1

HCID 60204801HCID 60204801, compound

Procedure

The product from Example 458D was reacted with the product from Example 9B using the procedure described in Example 458E substituting the product from Example 9B for the product from Example 8E 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 458F, 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, 3 H), 6.64 (d, J=8.46 Hz, 2 H), 6.89 (d, J=8.09 Hz, 1 H), 7.05 (d, J=9.19 Hz, 2 H), 7.12 (d, J=8.82 Hz, 2 H), 7.44 (d, J=8.82 Hz, 2 H), 7.63 (dd, J=7.72, 0.74 Hz, 1 H), 7.74 (s, 1 H), 7.79 (dd, J=7.72, 1.10 Hz, 1 H), 8.70-8.83 (m, 1 H), 8.88 (d, J=8.09 Hz, 1 H), 10.55 (s, 1 H); MS (ESI+) m/z 593/595 (M+H)+.

Sources & evidence

ORD record
ord-d5ec6b291f634d5c966020bd9bfe1b06
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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