Diisopropylethylamine → HCID 58071471, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	2-Methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline	HCID 45789991	—
Reactant	1H-Indole, 3-(5-bromo-2-chloro-4-pyrimidinyl)-1-[(4-methylphenyl)sulfonyl]-	HCID 58071503	—
Solvent	1-Butanol	HCID 263	—
Product	HCID 58071471	HCID 58071471	53.9%

Reaction Steps

3-(5-Bromo-2-chloropyrimidin-4-yl)-1-tosyl-1H-indole (INTERMEDIATE 6, 372 mg, 0.83 mmol), 2-methoxy-4-(4-(4-methylpiperazin-1-yl)piperidin-1-yl)aniline (INTERMEDIATE 27, 343 mg, 0.83 mmol), and DIEA (0.145 mL, 0.83 mmol) in n-butanol (4.0 mL) were heated at 170° C. for 3 h. The reaction mixture was concentrated in vacuo and the crude residue was purified by chromatography on silica gel (10% MeOH/1% NH4OH in DCM) to give the title product (320 mg, 53.9%). m/z 718.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08461170B2
Source dataset	uspto-grants-2013_06
ORD ID	ord-c669990346d5499689af60b433670567
Source note	uspto-grants-2013_06