Hydrazine hydrate (1:1) → methyl 7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylate

https://huagongshe.com/reaction/520308

Participants

Role	Name	HCID	Charge
Reactant	Hydrazine hydrate (1:1)	HCID 24654	—
Reactant	dimethyl 5-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-2,2-dimethyl-2,3-dihydro-1H-pyrrolizine-6,7-dicarboxylate	HCID 117777472	—
Solvent	Ethanol	HCID 702	—
Product	methyl 7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylate	HCID 117777383	—

Reaction Conditions

Temperature	90 °C

Reaction Steps

To a solution of 137k (15.0 g, 35.4 mmol) in EtOH (100 mL) was added hydrazine hydrate (3.5 g, 70.8 mmol). See FIG. 2. The mixture was stirred at 90° C. for 2 h. After cooling the reaction to RT, the resultant precipitate was filtered and washed with ethanol. The filtrate was concentrated to give crude methyl 7,7-dimethyl-1-oxo-2,3,4,6,7,8-hexahydro-1H-pyrido[3,4-b]pyrrolizine-9-carboxylate 137l as a yellow solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09326985B2
Source dataset	uspto-grants-2016_05
ORD ID	ord-3467facd1d4848b98500afe25c334c84
Source note	uspto-grants-2016_05