Triethylamine hydrochloride → HCID 178519789, compound

Participants

Role	Name	HCID	Charge
Reactant	Triethylamine hydrochloride	HCID 11130	—
Reactant	Sodium Azide	HCID 33557	—
Reactant	5-(2-(Hydroxymethyl)-8-morpholinoimidazo[1,2-a]pyrazin-5-yl)picolinonitrile	HCID 117727910	—
Solvent	Dimethylformamide	HCID 6228	—
Product	HCID 178519789	HCID 178519789	76.6%

Reaction Conditions

Temperature	105 °C

Reaction Steps

To a solution of compound 1g (220 mg, 0.650 mmol) in DMF (15 mL) was added NaN3 (440 mg, 6.77 mmol) and triethylamine hydrochloride (440 mg, 3.21 mmol). The reaction mixture was stirred at 105° C. for 1 h. The resulting mixture was concentrated, and diluted with H2O (30 mL). The solids were collected by filtration and washed with Et2O to obtain compound 1h as a yellow solid (189 mg, 76% yield). Mass Spectrum (LCMS, ESI pos.): Calcd. for C17H17N9O2: 380.2 (M+H). Found 380.2.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09249163B2
Source dataset	uspto-grants-2016_02
ORD ID	ord-6b7c3524ee394f5aaa9e879677e54abe
Source note	uspto-grants-2016_02