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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82258Generated: October 29, 2026

Citric Acid → (5-Amino-pyridin-3-yl)-(4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone

https://huagongshe.com/reaction/82258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantDiethyl EtherHCID 3283—
Reactant(4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)(5-((diphenylmethylene)amino)pyridin-3-yl)methanoneHCID 86672119—
SolventTetrahydrofuranHCID 8028—
Product(5-Amino-pyridin-3-yl)-(4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanoneHCID 8667212095%

Reaction Steps

A solution of [5-(benzhydrylidene-amino)pyridin-3-yl]-(4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-methanone (Preparation 229, 30 g, 0.066 mol) in THF (200 mL) was added aq. citric acid (200 mL), the mixture was stirred for 30 min at room temperature. Ether was added and the layers were separated. The aqueous layer was adjusted to pH7 by aqueous Na2CO3. Then the mixture was filtered. The filter cake was evaporated with toluene and the residue was washed with EtOAc (200 mL) to give the title compound as a brown solid in 95% yield, 18 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846698B2
Source datasetuspto-grants-2014_09
ORD IDord-a1a9372cbdb047b5b5815df22e7e8239
Source noteuspto-grants-2014_09