HCID 66808376, compound → HCID 57469907, compound

HRID 607252Notes

Reaction equation

HRID 607252 reaction equation
[CH2:1]([O:8][C:9]1[CH:32]=[CH:31][C:12]([O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[NH:24][C:23]4[CH:25]=[C:26]([Br:29])[CH:27]=[CH:28][C:22]=4[N:21]=3)=[CH:16][C:15]=2[NH2:30])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([C:35]1[C:36]([N:42]=[CH:43][N:44]([CH3:46])C)=[N:37][C:38]([CH3:41])=[CH:39][CH:40]=1)#N>>[CH2:1]([O:8][C:9]1[CH:32]=[CH:31][C:12]([O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]3[NH:24][C:23]4[CH:25]=[C:26]([Br:29])[CH:27]=[CH:28][C:22]=4[N:21]=3)=[CH:16][C:15]=2[NH:30][C:46]2[C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[N:37][C:36]=3[N:42]=[CH:43][N:44]=2)=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 66808376HCID 66808376, compoundHCID 66808573N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine2×

Product 1

HCID 57469907HCID 57469907, compound

Procedure

The product from Example 147C was reacted with the product from Example 10B using the procedure described in Example 147D substituting the product from Example 10B for the product from Example 36E to provide [2-(4-Benzyloxy-phenoxy)-5-(6-bromo-1H-benzoimidazol-2-yl)-phenyl]-(7-methyl-pyrido[2,3-d]pyrimidin-4-yl)-amine which was debenzylated according to the procedure described in Example 147E to provide the crude product which was purified by HPLC with TFA to provide the title compound as a trifluoroacetic acid salt. 1H NMR (300 MHz, DMSO-D6) δ ppm: 2.74 (s, 3H), 6.77 (d, J=9.19 Hz, 2H), 6.95 (d, J=8.82 Hz, 2H), 7.01 (d, J=8.82 Hz, 1H), 7.35 (dd, J=8.46, 1.84 Hz, 1H), 7.54 (d, J=8.82 Hz, 1H), 7.74-7.85 (m, 2H), 8.10 (dd, J=8.82, 2.21 Hz, 1H), 8.36 (d, J=2.21 Hz, 1H), 8.90 (s, 1H), 8.95 (d, J=8.46 Hz, 1H), 9.45 (bs, 1H), 11.35 (bs, 1H); MS (ESI+) m/z 539/541 (M+H)+.

Sources & evidence

ORD record
ord-dfc80aa43f98437e8f69cc7cd949aaa7
Source dataset
uspto-grants-2011_03
Patent number
US07915411B2

Reaction notes

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