3-Methoxypropionic acid → HCID 22479010, compound

https://huagongshe.com/reaction/2090263

Participants

Role	Name	HCID	Charge
Reactant	3-Methoxypropionic acid	HCID 134442	—
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 66958404	HCID 66958404	—
Solvent	Diethyl Ether	HCID 3283	—
Solvent	Ethyl Acetate	HCID 8857	—
Solvent	N-methyl-2-pyrrolidone	HCID 13387	—
Product	HCID 22479010	HCID 22479010	151.6%

Reaction Conditions

Temperature	60 °C

Reaction Steps

To the product of example 1 step (iii) (1.9 g) in NMP (25 mL), 3-methoxypropanoic acid (0.678 mL, 7.21 mmol) was added followed by HATU (2.74 g) and TEA (0.837 mL) under nitrogen. The resulting solution was stirred at 60° C. for 15 h. The reaction mixture was diluted with diethyl ether (300 mL) and EtOAc (300 mL), and washed with water (300 mL), sat. NaHCO3 (200 mL), and saturated brine (200 mL). The organic was dried, filtered and evaporated to afford the subtitle product (3.5 g).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08436178B2
Source dataset	uspto-grants-2013_05
ORD ID	ord-11f1c312654a4379b2c92488f476ab86
Source note	uspto-grants-2013_05