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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281494Generated: November 2, 2026

Chlorotrimethylsilane → 4-(cyclopropylamino)-2-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/2281494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
Reactant6-amino-3,4-dihydroquinolin-2(1H)-oneHCID 4912759—
Reactant2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrileHCID 57990351—
Solvent1-ButanolHCID 263—
Product4-(cyclopropylamino)-2-(2-oxo-1,2,3,4-tetrahydroquinolin-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrileHCID 5799036837.6%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of 2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (145 mg, 0.374 mmol), 6-amino-3,4-dihydroquinolin-2(1H)-one (60 mg, 0.370 mmol) and trimethylsilyl chloride (0.200 mL, 1.58 mmol) in nBuOH (4 mL) was stirred at 135° C. for 20 h. It was concentrated in vacuo. The residue was purified by HPLC to give the titled compound (50 mg). MS 360.3 (M+H); UV 202.2, 292.7 nm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139581B2
Source datasetuspto-grants-2015_09
ORD IDord-7e56071f25494b798a3d1db22ad3b0b7
Source noteuspto-grants-2015_09