Chlorotrimethylsilane → 2-(4-(4-acetylpiperazin-1-yl)phenylamino)-4-(cyclopropylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	Chlorotrimethylsilane	HCID 6397	—
Reactant	1-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-one	HCID 736269	—
Reactant	2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile	HCID 57990351	—
Solvent	1-Butanol	HCID 263	—
Product	2-(4-(4-acetylpiperazin-1-yl)phenylamino)-4-(cyclopropylamino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile	HCID 57990367	15.5%

Reaction Conditions

Temperature	135 °C

Reaction Steps

A mixture of 2-chloro-4-(cyclopropylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (150 mg, 0.387 mmol), 1-(4-(4-aminophenyl)piperazin-1-yl)ethanone (132 mg, 0.602 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 (25 mg). MS 417.4 (M+H); UV 203.4, 254.0, 291.5 nm.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08258144B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-c09abff940da4269ad6e72f5078680c0
Source note	uspto-grants-2012_09