3-Amino-4-(4-methoxy-phenylsulfanyl)-benzoic acid methyl ester → 4-(4-Methoxy-phenylsulfanyl)-3-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-benzoic acid methyl ester

HRID 605178Notes

Reaction equation

HRID 605178 reaction equation
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[C:6]([NH2:19])[CH:5]=1.C([C:23]1[C:24]([N:30]=[CH:31][N:32]([CH3:34])C)=[N:25][C:26]([CH3:29])=[CH:27][CH:28]=1)#N>>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([S:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)=[C:6]([NH:19][C:34]2[C:23]3[CH:28]=[CH:27][C:26]([CH3:29])=[N:25][C:24]=3[N:30]=[CH:31][N:32]=2)[CH:5]=1

Participants

3

Reactant 2

HCID 613055833-Amino-4-(4-methoxy-phenylsulfanyl)-benzoic acid methyl esterHCID 66808573N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine2×

Product 1

HCID 670403514-(4-Methoxy-phenylsulfanyl)-3-(7-methyl-pyrido[2,3-d]pyrimidin-4-ylamino)-benzoic acid methyl esterYield 45%

Procedure

The product from Example 136B (2.67 g, 9.23 mmol) and the product from Example 9B (1.72 g, 9.23 mmol) were reacted according to the procedure from Example 136C substituting the product from Example 9B for the product from Example 8E to give a residue which was purified by silica gel chromatography using 4% methanol in dichloromethane as eluent to provide the title compound as a white solid (1.79 g, 45%).

Workup

  1. customto give a residue which
  2. customwas purified by silica gel chromatography

Sources & evidence

ORD record
ord-cb011c4367a347a59028ccf81e759cc9
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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