Potassium Carbonate → 5-(2-Methoxyethyl)-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

https://huagongshe.com/reaction/1412096

Participants

Role	Name	HCID	Charge
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	2-Bromoethyl methyl ether	HCID 80972	—
Reactant	1-(2-Nitro-6,7-dihydropyrazolo[1,5-a]pyrazin-5(4H)-yl)ethanone	HCID 58043958	—
Reactant	2-Nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine	HCID 58044279	—
Solvent	Acetonitrile	HCID 6342	—
Product	5-(2-Methoxyethyl)-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine	HCID 86683990	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a solution of 2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine (190 mg, 1.13 mmol) 209a in acetonitrile (10 mL) was added K2CO3 (311.9 mg, 2.26 mmol) and 1-bromo-2-methoxyethane (188.3 mg, 1.36 mmol). The reaction mixture was heated at 80° C. for 17 h under microwave irradiation. Analysis of the reaction mixture by LCMS showed complete conversion to the desired product. The mixture was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure to afford 327a as a white solid (230 mg, 90%), which was used in the next step without further purification. MS-ESI: [M+H]+ 227.0

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08921353B2
Source dataset	uspto-grants-2014_12
ORD ID	ord-cbf06011819e4ee2b297e6e99c59446a
Source note	uspto-grants-2014_12