Diisopropylethylamine → HCID 9911963, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	5-(4-Fluorophenyl)-2-methyl-1,3-thiazole-4-carboxylic acid	HCID 22324125	—
Reactant	HCID 69145081	HCID 69145081	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 9911963	HCID 9911963	40%

Reaction Steps

A solution of 5-(4-fluoro-phenyl)-2-methyl-thiazole-4-carboxylic acid (50 mg, 0.21 mmol) in DMF (3 ml) was treated sequentially with N,N-diisopropylethylamine (0.20 ml, excess), HATU (79 mg, 0.21 mmol) then after 15 min. N-(6,7-difluoro-quinoxalin-2-yl)-N′-methyl-ethane-1,2-diamine.dihydrochloride, D2 (65 mg, 0.21 mmol). The reaction mixture was stirred at room temperature, under argon for 72 h then partitioned between diethyl ether and water. The organic phase was washed with water (3×), brine, dried (MgSO4) and the solvent removed in vacuo. The residue was triturated with pentane to afford the title compound as a pale yellow powder (38 mg, 40%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07468367B2
Source dataset	uspto-grants-2008_12
ORD ID	ord-64378bc6554e4956ae414d87d361b425
Source note	uspto-grants-2008_12