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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 605285Generated: October 26, 2026

5-Amino-2-methylphenol → N-(4-Cyanomethyl-phenyl)-4-(4-methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide

https://huagongshe.com/reaction/605285

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-methylphenolHCID 17818—
Reactant4-AminophenylacetonitrileHCID 77000—
Reactant3-(7-Isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-4-(4-methoxy-phenylsulfanyl)-benzoyl chlorideHCID 86615550—
Reactant4-(4-Methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzoyl chlorideHCID 86615561—
SolventMethanolHCID 887—
ProductN-(4-Cyanomethyl-phenyl)-4-(4-methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamideHCID 67041030—

Reaction Steps

The product from Example 260B was reacted with 4-aminobenzyl cyanide according to the procedure from Example 137C substituting 4-aminobenzyl cyanide for 5-amino-o-cresol and substituting the product from Example 260B for the product from Example 137B to provide the title compound as an off white solid after trituration of the reaction product from methanol (54.7 mg, 64%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 10.60 (s, 1 H), 10.26 (s, 1 H), 9.09 (s, 1 H), 8.95 (s, 1 H), 8.65 (s, 1 H), 7.98 (s, 1 H), 7.64-7.89 (m, J=8.46 Hz, 4 H), 7.36-7.47 (m, 2 H), 7.31 (d, J=8.82 Hz, 2 H), 6.91-7.07 (m, 3 H), 3.99 (s, 2 H), 3.78 (s, 3 H); MS (ESI+) m/z 519.4 (M+H)+, (ESI−) m/z 517.1 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910595B2
Source datasetuspto-grants-2011_03
ORD IDord-34db6f6603ff4febb6a161752c9320a1
Source noteuspto-grants-2011_03