4-(2-Amino-4-methyl-phenylsulfanyl)-phenol → 4-(2-(7-Cyclopropylpyrido[2,3-d]pyrimidin-4-ylamino)-4-methylphenoxy)phenol

Participants

Role	Name	HCID	Charge
Reactant	4-(2-Amino-4-methyl-phenylsulfanyl)-phenol	HCID 66808123	—
Reactant	4-(2-Amino-4-methylphenoxy)phenol	HCID 66808388	—
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	4-(2-(7-Cyclopropylpyrido[2,3-d]pyrimidin-4-ylamino)-4-methylphenoxy)phenol	HCID 60204793	—

Reaction Steps

The product from Example 122b was reacted with the product from Example 119A using the procedure from Example 102 substituting the product from Example 122b 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: 1.03-1.18 (m, J=6.25 Hz, 4H), 2.20-2.35 (m, 1H), 2.30 (s, 3H), 6.57-6.85 (m, 5H), 7.03 (dd, J=8.27, 1.65 Hz, 1H), 7.36 (d, J=1.84 Hz, 1H), 7.52 (d, J=8.46 Hz, 1H), 8.50 (s, 1H), 8.65 (d, J=8.46 Hz, 1H), 9.18 (s, 1H), 9.70 (s, 1H); MS (ESI)+ m/z 385 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07915411B2
Source dataset	uspto-grants-2011_03
ORD ID	ord-ce2e3f67e2d147948659ba42def751e6
Source note	uspto-grants-2011_03