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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2237517Generated: November 2, 2026

Ammonium Acetate → 2-amino-9,10-dimethoxy-1,6,7,11b-tetrahydro-4H-pyrido[2,1-a]isoquinoline-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2237517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium AcetateHCID 517165—
ReactantEthyl 1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-oxo-2H-benzo[a]quinolizine-3-carboxylateHCID 68621423—
SolventMethanolHCID 887—
Product2-amino-9,10-dimethoxy-1,6,7,11b-tetrahydro-4H-pyrido[2,1-a]isoquinoline-3-carboxylic acid ethyl esterHCID 5968729493%

Reaction Steps

A mixture of 9,10-dimethoxy-2-oxo-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinoline-3-carboxylic acid ethyl ester (Helv. Chim. Acta 1958, 41, 119; 4.00 g, 12.0 mmol) and ammonium acetate (13.9 g, 180 mmol) in methanol was stirred 5 h at room temperature. After evaporation of the solvent the residue was partitioned between dichloromethane and 1 M aq. sodium hydroxide solution. The organic layer was dried (MgSO4), and triturated with heptane to afford the title compound (3.71 g, 93%). Off-white solid, MS (ISP) 333.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718666B2
Source datasetuspto-grants-2010_05
ORD IDord-2e680a510ce74e89a326e71a68483229
Source noteuspto-grants-2010_05