Ethanamine, 2,2,2-trifluoro- → HCID 52775552, compound

Participants

Role	Name	HCID	Charge
Reactant	Ethanamine, 2,2,2-trifluoro-	HCID 9773	—
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	N-((1,1-dimethylethoxy)carbonyl)-2-methyl-alanine	HCID 2733845	—
Catalyst	4-(Dimethylamino)pyridine	HCID 14284	—
Solvent	Dichloromethane	HCID 6344	—
Product	HCID 52775552	HCID 52775552	46.2%

Reaction Steps

To a stirred solution of 2-((tert-butoxycarbonyl)amino)-2-methylpropanoic acid (4.58 g, 22.6 mmol) in methylene chloride (50 mL) was added EDC HCl (4.75 g, 24.8 mmol) followed by 2,2,2-trifluoroethylamine (2.67 g, 27.0 mmol) and DMAP (3.03 g, 24.8 mmol). The reaction mixture was stirred at ambient temperature for 18 h, then washed with aqueous 5% NaHSO4 (2×), aqueous 10% HCl (1×) and aqueous saturated NaHCO3 (2×). The organic phase was dried (MgSO4) and concentrated in vacuo to afford the title compound as a white solid (2.97 g, 46%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09226501B2
Source dataset	uspto-grants-2016_01
ORD ID	ord-0c2a183acbd2424cb6eea6c3cfb7e773
Source note	uspto-grants-2016_01