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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 607279Generated: October 29, 2026

4-(2-Amino-4-methyl-phenylsulfanyl)-phenol → 4-[4-(3-Bromo-benzyloxy)-2-(pyrimido[4,5-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol

https://huagongshe.com/reaction/607279

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Amino-4-methyl-phenylsulfanyl)-phenolHCID 66808123—
Reactant4-[2-Amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenolHCID 66808268—
ReactantN'-(5-Cyano-pyrimidin-4-yl)-N,N-dimethyl-formamidineHCID 66808339—
ReactantN'-(5-Cyano-2-ethylsulfanyl-pyrimidin-4-yl)-N,N-dimethyl-formamidineHCID 66808651—
Product4-[4-(3-Bromo-benzyloxy)-2-(pyrimido[4,5-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenolHCID 60204812—

Reaction Steps

The product from Example 194A was reacted with the product from Example 15A according to the procedure from Example 156C substituting the product from Example 15A 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: 5.12 (s, 2H), 6.64 (d, J=8.82 Hz, 2H), 6.93-7.04 (m, 1H), 7.10 (d, J=8.82 Hz, 2H), 7.14-7.23 (m, 2H), 7.36 (t, J=7.72 Hz, 1H), 7.43-7.49 (m, 1H), 7.54 (dt, J=7.81, 1.61 Hz, 1H), 7.65 (d, J=1.47 Hz, 1H), 9.04 (m, 1H), 9.63 (s, 1H), 10.29 (m, 1H); MS (ESI−) m/z 531 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915411B2
Source datasetuspto-grants-2011_03
ORD IDord-c1a1017425d64141a254674cb979c0fd
Source noteuspto-grants-2011_03