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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 506166Generated: October 30, 2026

Methanol → HCID 24866351, compound

https://huagongshe.com/reaction/506166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethylamineHCID 6329—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantHCID 24864531HCID 24864531—
SolventDimethyl SulfoxideHCID 679—
SolventDimethylformamideHCID 6228—
ProductHCID 24866351HCID 2486635140.1%

Reaction Steps

To a solution of 3′-[5-cyano-4-(1H-indol-5-ylamino)pyridin-3-yl]biphenyl-4-carboxylic acid 134 (40 mg, 0.09 mmol) and BOP (41 mg, 0.09 mmol) in DMF (1 mL) was added methylamine solution in MeOH (2M, 47 uL, 0.09 mmol) followed by TEA (19 uL, 0.14 mmol). The reaction mixture was stirred for 12 h at r.t. The crude reaction mixture was then dissolved in dimethylsulfoxide (DMSO, 1 mL) and purified by reversed phase HPLC to give 16 mg 3′-[5-cyano-4-(1H-indol-5-ylamino)pyridin-3-yl]-N-methyl biphenyl-4-carboxamide 196 (39%). MS: 44.2 (M+H); HPLC retention time: 2.10 min.(a).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781591B2
Source datasetuspto-grants-2010_08
ORD IDord-ac581343c81e4550a9b3188eaaaad92d
Source noteuspto-grants-2010_08