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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930592Generated: October 25, 2026

Sodium ethoxide → tert-Butyl 4-benzyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

https://huagongshe.com/reaction/1930592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethoxideHCID 2723922—
ReactantTert-butyl 4-oxo-3-(2-phenylacetyl)piperidine-1-carboxylateHCID 59333761—
ReactantHCID 178432900HCID 178432900—
SolventEthanolHCID 702—
Producttert-Butyl 4-benzyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylateHCID 5933381754.2%

Reaction Steps

1-(4-(2-Methyl-1H-imidazol-1-yl)phenyl)guanidine (224 mg, 1.04 mmol), tert-butyl 4-oxo-3-(2-phenylacetyl)piperidine-1-carboxylate (330 mg, 1.04 mmol) and sodium ethoxide (70.8 mg, 1.04 mmol) in ethanol (5 mL) were heated to 110° C. in a microwave reactor for 1 h 20 min. The reaction was allowed to reach room temperature and the solvent was evaporated under reduced pressure. The crude was dissolved in ethyl acetate and washed with water. The organic phase was dried under MgSO4 and the solvent evaporated under reduced pressure yielding tert-butyl 4-benzyl-2-(4-(2-methyl-1H-imidazol-1-yl)phenylamino)-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate (280 mg, 54.2%) which was used in the subsequent step as such.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188101B2
Source datasetuspto-grants-2012_05
ORD IDord-e33cb999738c479a90f0731ad8c050ba
Source noteuspto-grants-2012_05