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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51497Generated: October 26, 2026

Sodium hydride → ethyl 2-[4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]propionate

https://huagongshe.com/reaction/51497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantEthyl 2-bromopropionateHCID 79040—
Reactant5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamineHCID 12042234—
SolventDimethylformamideHCID 6228—
Productethyl 2-[4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]propionateHCID 22736339—

Reaction Steps

Sodium hydride (120 mg, of a 60% dispersion in mineral oil) was added to a mixture of 4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidine (906 mg) in dry dimethyformamide (30 ml) and the mixture was stirred under nitrogen for 30 minutes at ambient temperature. A solution of ethyl 2-bromopropionate (543 mg) in dry DMF (10 ml) was added dropwise via a syringe over 10 minutes. The mixture was stirred at ambient temperature for 2 hours and then left for 18 hours. The mixture was evaporated under vacuum and the residue was washed with water to give a solid which was triturated with ether and filtered to give ethyl 2-[4-amino-5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-7-yl]propionate, m.p. 139-140° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713474B2
Source datasetuspto-grants-2004_03
ORD IDord-710ab7225e9043369c56d7d03f1dd4b3
Source noteuspto-grants-2004_03