2-Pyrazinecarboxylic acid → HCID 45110639, compound

Participants

Role	Name	HCID	Charge
Reactant	2-Pyrazinecarboxylic acid	HCID 1047	—
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	HCID 68499875	HCID 68499875	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 45110639	HCID 45110639	44%

Reaction Conditions

Temperature	25 °C

Reaction Steps

To a solution of Example 25a (320 mg, 0.47 mmol) in dimethylformamide (5 mL) was added pyrazinecarboxylic acid (0.065 g, 0.52 mmol), HATU (214 mg, 0.56 mmol) and diisopropylethylamine (0.2 mL, 1.18 mmol). The reaction mixture was stirred at 25° C. for 2 h and then partitioned between 5% aqueous sodium bicarbonate and ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered, and evaporated. The residue was purified by crystallization from ethyl acetate/hexane to give the desired product (155 mg, 44% yield) as an off-white solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08642538B2
Source dataset	uspto-grants-2014_02
ORD ID	ord-46539cf9a7ac4a3da3b0de4cdf7bfe4b
Source note	uspto-grants-2014_02