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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 611549Generated: October 29, 2026

Hydrogen Bromide → 4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]-pyrimidine hydrobromide

https://huagongshe.com/reaction/611549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactant7-tert-Butyl-5-(4-phenoxy-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamineHCID 9950678—
SolventAcetic AcidHCID 176—
Product4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]-pyrimidine hydrobromideHCID 22736230—

Reaction Steps

A mixture of 4-amino-5-(4-phenoxyphenyl)-7-(tert-butyl)pyrrolo[2,3-d]-pyrimidine (5.8 g), glacial acetic acid (55 ml) and hydrobromic acid (55 ml of a 48% solution) was boiled under reflux for 18 hours under nitrogen. The mixture was allowed to cool and a solid was collected by filtration. This solid was washed with methanol and then with ether to give 4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]-pyrimidine hydrobromide, m.p. 288-292° C. The hydrobromide salt was converted into the free base by warming with dilute sodium hydroxide solution (100 ml of 5% w/v solution) and ethanol (60 ml) with stirring and removing the ethanol by distillation. The mixture was cooled and the solid was collected by filtration and washed well with water to give 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06001839
Source datasetuspto-grants-1999_12
ORD IDord-21845e4985584facadb4190d703acc7b
Source noteuspto-grants-1999_12