3-Aminophenyl dimethylcarbamate → HCID 67036855, compound

Participants

Role	Name	HCID	Charge
Reactant	3-Aminophenyl dimethylcarbamate	HCID 29877	—
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	1-(Tert-butoxycarbonyl)-4-(2-(dimethylamino)ethyl)piperidine-4-carboxylic acid	HCID 67036857	—
Solvent	Isopropyl Acetate	HCID 7915	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 67036855	HCID 67036855	—

Reaction Conditions

Temperature	85 °C

Reaction Steps

1-(tert-Butoxycarbonyl)-4-(2-(dimethylamino)ethyl)piperidine-4-carboxylic acid from step B (100 mg, 0.33 mmol), HATU (175 mg, 0.46 mmol), and N,N-diisopropylethylamine (0.116 mL, 0.67 mmol) were stirred in isopropyl acetate for 10 minutes. 3-aminophenyl dimethylcarbamate (90 mg, 0.5 mmol) was added, and the reaction was stirred at 85° C. for 2 hours, cooled to room temperature, stirred overnight, and then diluted with EtOAc, washed with sat. aq. Na2CO3 and brine (with back extraction), dried over MgSO4, filtered, and concentrated under vacuum, to give the title compound as a viscous oil. MS (ES+) [M+H]+=463.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08193202B2
Source dataset	uspto-grants-2012_06
ORD ID	ord-be9ba0704e534dcb843e516760891a53
Source note	uspto-grants-2012_06