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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1962117Generated: October 27, 2026

2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide → 4-[6-(7-cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino) pyridin-3-yl]-2-methyl-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1962117

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamideHCID 58315432—
Reactanttert-Butyl 4-(6-Aminopyridin-3-yl)-2-methyl-piperazine-1-carboxylateHCID 58315477—
Product4-[6-(7-cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino) pyridin-3-yl]-2-methyl-piperazine-1-carboxylic acid tert-butyl esterHCID 6723943897.7%

Reaction Steps

Using Buchwald Procedure A, 2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid dimethyl amide (0.142 g, 0.485 mmol) and (±)-4-(6-amino-pyridin-3-yl)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester (0.156 g, 0.533 mmol) gave 4-[6-(7-cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-2-methyl-piperazine-1-carboxylic acid tert-butyl ester (260 mg, 97%) (following SiO2 chromatography, eluting with 0-3% MeOH/dichloromethane). MS(ESI) m/z 549.3 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415355B2
Source datasetuspto-grants-2013_04
ORD IDord-74a0e8dfffc84098ac686efb80d9584a
Source noteuspto-grants-2013_04