4-Methylmorpholine → HCID 67128469, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	Methyl 4-aminobenzoate	HCID 12082	—
Reactant	2-(2-Oxopyrrolidin-1-yl)propanoic acid	HCID 3018702	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 67128469	HCID 67128469	—

Reaction Conditions

Temperature	55 °C

Reaction Steps

To 2-(2-oxopyrrolidin-1-yl)propanoic acid (942 mgs, 6.0 mmol) in DMF (8 mL), was added HATU (2.4 g, 6.4 mmol), 4-Amino-benzoic acid methyl ester (660 mg, 4.0 mmol) and NMM (1.8 mL, 16.0 mmol) and stirred at 55° C. for 16 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with 1 N HCl, saturated NaHCO3, water, brine and dried over MgSO4. Filtration and concentration gave methyl 4-(N-methyl-2-(2-oxopyrrolidin-1-yl)propanamido)benzoate.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08258316B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-164adb8e8e9e422789eabb0b32f2366d
Source note	uspto-grants-2012_09