4-Methylmorpholine → HCID 68779800, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
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	N1-(tert-Butoxycarbonyl)-4-fluoro-1,2-phenylenediamine	HCID 24688763	—
Reactant	HCID 68776068	HCID 68776068	—
Solvent	Water	HCID 962	—
Solvent	Dimethylformamide	HCID 6228	—
Solvent	Acetonitrile	HCID 6342	—
Product	HCID 68779800	HCID 68779800	—

Reaction Conditions

Temperature	55 °C

Reaction Steps

To the 4-(2-(2-oxopyrrolidin-1-yl)propanamido)benzoic acid (210 mgs, 0.76 mmol) in DMF (2 mL), was added HATU (375 mg, 0.99 mmol), tert-butyl 2-amino-4-fluorophenylcarbamate (172 mg, 0.76 mmol) and NMM (0.3 mL, 2.3 mmol) and stirred at 55° C. for 40 hours. The reaction mixture was then diluted with water and acetonitrile and the precipitate formed was then filtered, washed with water and dried. The solid was then purified by column chromatography on silica gel with elution using 80% ethyl acetate/hexanes to give tert-butyl 4-fluoro-2-(4-(2-(2-oxopyrrolidin-1-yl)propanamido)benzamido)phenylcarbamate.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08258316B2
Source dataset	uspto-grants-2012_09
ORD ID	ord-13a5f246559a44ae8bc3d2424c5190a5
Source note	uspto-grants-2012_09