4-Methylmorpholine → HCID 42626054, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	5-(Methoxycarbonyl)pyridine-2-carboxylic acid	HCID 314992	—
Reactant	N-(tert-Butoxycarbonyl)-1,2-phenylenediamine	HCID 676311	—
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	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 42626054	HCID 42626054	79%

Reaction Steps

HATU (21 g, 55 mmol) was added to a solution of 2-aminophenylcarbamic acid t-butyl ester (Reference Compound No. 1-1, 10 g, 50 mmol), 5-methoxycarbonylpyridine-2-carboxylic acid (10 g, 55 mmol), and N-methylmorpholine (11 mL, 100 mmol) in DMF (100 mL), and then the reaction mixture was stirred at room temperature for 20 hours. Water (300 mL) was added thereto, and then the whole was extracted with ethyl acetate (300 mL) three times. The organic layer was washed with brine (200 mL), and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the obtained solid was collected by filtration to give 15 g of the title reference compound as a pale brown solid. (Yield 79%)

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08012972B2
Source dataset	uspto-grants-2011_09
ORD ID	ord-c30380a723f447e7afeb7275c317bb34
Source note	uspto-grants-2011_09