4-(2-Amino-4-methyl-phenylsulfanyl)-phenol → 4-[4-Benzyloxy-2-(pyrimido[4,5-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol

Participants

Role	Name	HCID	Charge
Reactant	4-(2-Amino-4-methyl-phenylsulfanyl)-phenol	HCID 66808123	—
Reactant	N'-(5-Cyano-pyrimidin-4-yl)-N,N-dimethyl-formamidine	HCID 66808339	—
Reactant	4-(2-Amino-4-benzyloxy-phenylsulfanyl)-phenol	HCID 66808597	—
Reactant	N'-(5-Cyano-2-ethylsulfanyl-pyrimidin-4-yl)-N,N-dimethyl-formamidine	HCID 66808651	—
Product	4-[4-Benzyloxy-2-(pyrimido[4,5-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol	HCID 67047903	—

Reaction Steps

The product from Example 194A was reacted with the product from Example 27A according to the procedure from Example 156C substituting the product from Example 27A for the product from Example 6c and substituting the product from Example 194A for the product from Example 156B to provide the crude product which was purified by HPLC with NH4OAc to provide the title compound. 1H NMR (300 MHz, DMSO-D6) δ ppm: 5.10 (s, 2H), 6.63 (d, J=8.46 Hz, 2H), 6.94-7.05 (m, 1H), 7.10 (d, J=8.82 Hz, 2H), 7.18 (d, J=7.72 Hz, 2H), 7.29-7.51 (m, 5H), 9.05 (m, 1H), 9.63 (s, 1H), 9.92 (s, 1H), 10.66 (s, 1H); MS (ESI−) m/z 452 (M−H)−.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07915411B2
Source dataset	uspto-grants-2011_03
ORD ID	ord-a6510ea9649d4c85ae60dbdbed4e07f7
Source note	uspto-grants-2011_03