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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 627339Generated: October 26, 2026

Lithium Chloride → 3-[6-(7-Cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridine-3-carbonyl]-3,6-diaza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/627339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium ChlorideHCID 433294—
Reactanttert-Butyl 3,6-diazabicyclo(3.2.1)octane-6-carboxylateHCID 53488449—
Reactant6-(7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)nicotinic acidHCID 58315472—
Product3-[6-(7-Cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridine-3-carbonyl]-3,6-diaza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl esterHCID 6735479580%

Reaction Steps

Following general amide formation method 1, 6-(7-Cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-nicotinic acid (in a salt form with 5 eq. of LiCl) (571 mg, 0.942 mmol) was combined with tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate (200 mg, 0.942 mmol) to give 446 mg of 3-[6-(7-Cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridine-3-carbonyl]-3,6-diaza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester in 80% yield. MS (ESI) m/e (M+H+): 588.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309252B2
Source datasetuspto-grants-2016_04
ORD IDord-f2bf4825c3b043e4aec860454e1d6264
Source noteuspto-grants-2016_04