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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 611527Generated: October 31, 2026

Ammonium formate → 5-[4-(2-Amino-phenoxy)-phenyl]-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine

https://huagongshe.com/reaction/611527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant7-isopropyl-5-[4-(2-nitrophenoxy)phenyl]-7H-pyrrolo[2,3-d]pyrimidin-4-ylamineHCID 19597457—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product5-[4-(2-Amino-phenoxy)-phenyl]-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidin-4-ylamineHCID 19597476—

Reaction Steps

A mixture of 7-isopropyl-5-[4-(2-nitrophenoxy)phenyl]-7H-pyrrolo[2,3-d]-pyrimidin-4-ylamine (0.15 g), ammonium formate (3 equivalents), 10% palladium on charcoal (15 mg) and ethanol (5 ml) was boiled under reflux under nitrogen for 2 hours. Further ammonium formate (100 mg) was added after one hour. The mixture was cooled and filtered through silica. The filter bed was washed with industrial methylated spirit (2×10 ml). The filtrate was evaporated and the residue was extracted with ethyl acetate. The ethyl acetate was removed under reduced pressure to give a residue which was purified by flash column chromatography on silica using ethyl acetate as the mobile phase to give 5-[4-(2-aminophenoxy)phenyl]-7-isopropyl-7H-pyrrolo[2,3-d]-pyrimidin-4-ylamine. The structure was confirmed by 1H nmr.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06001839
Source datasetuspto-grants-1999_12
ORD IDord-5182d17592f349a5950f2131c4e67a54
Source noteuspto-grants-1999_12