Diisopropylethylamine → HCID 131726116, compound

Participants

Role	Name	HCID	Charge
Reactant	Diisopropylethylamine	HCID 81531	—
Reactant	tert-butyl N-(2-hydroxyethyl)carbamate	HCID 2733206	—
Reactant	HCID 131726117	HCID 131726117	—
Catalyst	4-(Dimethylamino)pyridine	HCID 14284	—
Solvent	Acetonitrile	HCID 6342	—
Product	HCID 131726116	HCID 131726116	86%

Reaction Conditions

Temperature	90 °C

Reaction Steps

A mixture of the compound of Example 5A (83 mg, 0.081 mmol), 2-(tert-butyloxycarbonylamino)ethanol (26 mg, 0.161 mmol), DMAP (10 mg) and Hunig's base (0.1 mL) in acetonitrile (1 mL) was stirred at 90° C. overnight. The reaction mixture was partitioned between H2O and EtOAc. The organic phase was dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica gel chromatography (45% ethyl acetate/hexane) to give the title compound (73 mg, 86% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07141559B2
Source dataset	uspto-grants-2006_11
ORD ID	ord-127b3ae18f404905880ff74514c7bff8
Source note	uspto-grants-2006_11