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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1396159Generated: October 31, 2026

Water → HCID 67444576, compound

https://huagongshe.com/reaction/1396159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-MethylcyclohexylamineHCID 80604—
ReactantHCID 57619182HCID 57619182—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 67444576HCID 6744457680.1%

Reaction Conditions

Temperature160 °C

Reaction Steps

In a microwave vial, to 1-benzenesulfonyl-5-chloro-3-(2-methanesulfonyl-pyrimidin-5-ylmethyl)-1H-pyrrolo[2,3-b]pyridine (37, 0.140 g, 0.302 mmol) in 2.0 mL of N-methylpyrrolidinone, 4-methylcyclohexylamine (63, 0.30 g, 2.6 mmol) is added. The reaction is heated at 160° C. for 20 minutes in a microwave, then poured into water and extracted with ethyl acetate. The organic layer is dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography, eluting with 20-100% ethyl acetate in hexane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound (64, 0.120 g). MS (ESI) [M+H+]+=496.4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901118B2
Source datasetuspto-grants-2014_12
ORD IDord-3a083e755ee943f381671f02c490ab45
Source noteuspto-grants-2014_12