2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine → (7-Cyclopropyl-pyrido[2,3-d]pyrimidin-4-yl)-[2-(4-methoxy-phenylsulfanyl)-5-methyl-phenyl]-amine

Participants

Role	Name	HCID	Charge
Reactant	2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine	HCID 43349616	—
Reactant	4-(2-Amino-4-methyl-phenylsulfanyl)-phenol	HCID 66808123	—
Reactant	N'-(3-Cyano-6-cyclopropyl-pyridin-2-yl)-N,N-dimethyl-formamidine	HCID 66808412	—
Reactant	N'-(3-Cyano-6-methyl-pyridin-2-yl)-N,N-dimethyl-formamidine	HCID 66808573	—
Product	(7-Cyclopropyl-pyrido[2,3-d]pyrimidin-4-yl)-[2-(4-methoxy-phenylsulfanyl)-5-methyl-phenyl]-amine	HCID 66808553	—

Reaction Steps

2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine (Example 118) was reacted with the product from Example 119A using the procedure from Example 102 substituting 2-(4-Methoxy-phenylsulfanyl)-5-methyl-phenylamine for the product from Example 6c and substituting the product from Example 119A for the product from Example 10B to provide the crude residue which was purified by trituration with methanol to provide the title compound. 1H NMR (300 MHz, DMSO-D6) δ ppm: 0.96-1.30 (m, J=5.52 Hz, 4H), 2.21-2.42 (m, 1H), 2.31 (s, 3H), 3.71 (s, 3H), 6.85 (d, J=8.82 Hz, 2H), 6.99-7.12 (m, 2H), 7.24 (d, J=8.82 Hz, 2H), 7.63 (d, J=8.46 Hz, 1H), 8.53 (s, 1H), 8.72 (d, J=8.46 Hz, 1H), 10.33 (s, 1H); MS (ESI)+ m/z 415 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07915411B2
Source dataset	uspto-grants-2011_03
ORD ID	ord-69e50d95f0df4002a3637e1d63845633
Source note	uspto-grants-2011_03