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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1853160Generated: November 1, 2026

Tert-butyl 4-(6-aminopyridin-3-yl)-1,4-diazepane-1-carboxylate → 4-[6-(6-cyano-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1853160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(6-aminopyridin-3-yl)-1,4-diazepane-1-carboxylateHCID 58315396—
Reactant2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carbonitrileHCID 58315415—
Product4-[6-(6-cyano-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-[1,4]diazepane-1-carboxylic acid tert-butyl esterHCID 5831545949.6%

Reaction Steps

Following Buchwald Procedure A, 2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carbonitrile (95 mg, 0.385 mmol) and 4-(6-amino-pyridin-3-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester (124 mg, 0.424 mmol) gave 4-[6-(6-cyano-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-[1,4]diazepane-1-carboxylic acid tert-butyl ester (96 mg) [following SiO2 chromatography, eluting with a 1-3% MeOH/dichloromethane and subsequent trituration with a diethyl ether]. The material is used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962630B2
Source datasetuspto-grants-2015_02
ORD IDord-5322c0cd3e7c4ca190d408772100dabd
Source noteuspto-grants-2015_02