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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429800Generated: October 25, 2026

Diisopropylethylamine → 6-(3,5-difluorophenyl)-3-methyl-7-[1-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)ethyl]5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one

https://huagongshe.com/reaction/1429800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant7-(1-aminoethyl)-6-(3,5-difluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one hydrochlorideHCID 66864407—
ReactantHCID 178418725HCID 178418725—
SolventIsopropanolHCID 3776—
Product6-(3,5-difluorophenyl)-3-methyl-7-[1-(7H-pyrrolo[2,3-d]pyrimidin-4-ylamino)ethyl]5H-[1,3]thiazolo[3,2-a]pyrimidin-5-oneHCID 50995908—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 7-(1-aminoethyl)-6-(3,5-difluorophenyl)-3-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one hydrochloride (0.030 g, 0.084 mmol), 4-chloropyrrolo[2,3-d]pyrimidine (0.013 g, 0.084 mmol), and N,N-diisopropylethylamine (0.044 mL, 0.25 mmol) in isopropyl alcohol (0.2 mL) was heated at 100° C., in a sealed tube, for three days. The resultant mixture was applied on RP-HPLC (XBridge C18 Column, eluting with a gradient of acetonitrile/water containing 0.15% NH4OH) to give the desired product. LCMS calculated for C21H17F2N6OS (M+H)+: m/z=439.1. Found: 439.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940752B2
Source datasetuspto-grants-2015_01
ORD IDord-d0a6324b07fd45b5a237cf123722bbeb
Source noteuspto-grants-2015_01