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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369711Generated: October 30, 2026

4-(2,3-Dihydroindol-1-yl)-6-(4-nitro-phenyl)-7H-pyrrolo[2,3-d]pyrimidine → 4-(2,3-Dihydroindol-1-yl)-6-(4-amino-phenyl)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/369711

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2,3-Dihydroindol-1-yl)-6-(4-nitro-phenyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 23282461—
CatalystNickelHCID 935—
SolventMeOH tetrahydrofuranHCID 21899815—
Product4-(2,3-Dihydroindol-1-yl)-6-(4-amino-phenyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 23282460—

Reaction Steps

400 mg of 4-(2,3-dihydroindol-1-yl)-6-(4-nitro-phenyl)-7H-pyrrolo[2,3-d]pyrimidine (Example 6) are hydrogenated with 150 mg of Raney nickel in methanol/THF (35:20) at RT and normal pressure for 10 hours. The catalyst is filtered off and the solution is concentrated by evaporation. The residue is dissolved in THF and the product is precipitated by the addition of hexane. 4-(2,3-Dihydroindol-1-yl)-6-(4-amino-phenyl)-7H-pyrrolo[2,3-d]pyrimidine is obtained in the form of a colorless powder. M.p. >300° C.; FAB-MS: (M+H)+ =328 (corresponds to C20H17N5); Rf value (toluene-acetone--4:6)=0.21.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06140317
Source datasetuspto-grants-2000_10
ORD IDord-9847cfbf95c440c5bd12226c65517c47
Source noteuspto-grants-2000_10