Diisopropylethylamine → HCID 86720864, 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	2-(2,6-Difluorophenyl)-1,3-thiazole-4-carboxylic acid	HCID 24278454	—
Reactant	Tert-butyl 3-((5-aminopyrimidin-4-yl)oxy)pyrrolidine-1-carboxylate	HCID 86720863	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 86720864	HCID 86720864	—

Reaction Conditions

Temperature	50 °C

Reaction Steps

Compound (1D3) (47 mg, 0.169 mmol), 2-(2,6-difluorophenyl)thiazole-4-carboxylic acid (1E) (40 mg, 0.169 mmol, HATU (77 mg, 0.203 mmol) and DIEA (93 μL, 0.507 mmol) are mixed in DMF (5 mL) and stirred at 50° C. for 1 hour. The reaction mixture was cooled to room temperature and diluted with ethyl acetate (50 mL), washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified with flash column (eluent: 10-30% ethyl acetate/petroleum ether) to obtain the product 1A (30 mg, 0.0596 mmol)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09090594B2
Source dataset	uspto-grants-2015_07
ORD ID	ord-6b957e8546524d62a45f26487f4c6596
Source note	uspto-grants-2015_07