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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362310Generated: October 31, 2026

Water → Ammonia

https://huagongshe.com/reaction/362310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant5-(3-Benzyloxyphenyl)-7-[3-(2-chloroethoxy)phenyl]-4-aminopyrrolo[2,3-d]pyrimidineHCID 53949826—
ReactantHCID 178507081HCID 178507081—
SolventDimethylformamideHCID 6228—
ProductAmmoniaHCID 222—
Product5-(3-Benzyloxyphenyl)-7-[3-(2-(1-imidazolyl)ethoxy)phenyl]-4-aminopyrrolo[2,3-d]pyrimidineHCID 54192966—

Reaction Steps

2 g of 5-(3-benzyloxyphenyl)-7-[3-(2-chloroethoxy)phenyl]-4-aminopyrrolo[2,3-d]pyrimidine (Ex. 153) and 0.46 g of imidazolyl sodium are heated to 50° C. in 45 ml of DMF and the mixture is stirred for 15 h. The mixture is then cooled to RT and treated with water, extracted 3 times with ethyl acetate and concentrated. After chromatography on silica gel (methylene chloride/methanol containing 5% of about 5N ammonia in methanol), 5-(3-benzyloxyphenyl)-7-[3-(2-(1-imidazolyl)ethoxy)phenyl]-4-aminopyrrolo[2,3-d]pyrimidine having an Rf=0.4 (silica gel, methylene chloride/methanol containing 5% of about 5N ammonia in methanol=9:1) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05869485
Source datasetuspto-grants-1999_02
ORD IDord-37b491b51311497f9888a9b8dfa6c9c3
Source noteuspto-grants-1999_02