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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216070Generated: October 29, 2026

Isopropanol → 3-(4-((Benzyloxycarbonylamino)methyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamate

https://huagongshe.com/reaction/216070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-5-methyl-7H-pyrrolo(2,3-d)pyrimidineHCID 14809282—
Reactant3-(4-((Benzyloxycarbonylamino)methyl)piperidine-4-carboxamido)phenyl dimethylcarbamateHCID 67036757—
SolventDichloromethaneHCID 6344—
Product3-(4-((Benzyloxycarbonylamino)methyl)-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido)phenyl dimethylcarbamateHCID 5792020854%

Reaction Conditions

Temperature120 °C

Reaction Steps

3-(4-((Benzyloxycarbonylamino)methyl)piperidine-4-carboxamido)phenyl dimethylcarbamate (0.216 g, 0.441 mmol) from step D, 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (0.073 g, 0.441 mmol), N,N-diisopropylethylamine (0.230 mL, 1.32 mmol), and isopropanol (5 mL) were combined and heated at 120° C. overnight in a pressure vessel. The crude reaction was diluted with CH2Cl2 and washed with H2O and brine, dried over MgSO4, and concentrated under vacuum. The residue was purified by silica gel chromatography (MeOH:CH2Cl2 gradient) to give the title compound in 54% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193202B2
Source datasetuspto-grants-2012_06
ORD IDord-36b1dc678aa849519aeafa90381f5368
Source noteuspto-grants-2012_06