Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733690Generated: October 30, 2026

Sodium t-butoxide → Methyl 4,5-dihydro-1-methyl-4-oxo-1H-pyrrolo[3,2-C]pyridine-7-carboxylate

https://huagongshe.com/reaction/733690

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium t-butoxideHCID 23676156—
Reactantmethyl 2-{2-amino-1-[(methyloxy)carbonyl]ethenyl}-1-methyl-1H-pyrrole-3-carboxylateHCID 68866598—
SolventDimethylformamideHCID 6228—
ProductMethyl 4,5-dihydro-1-methyl-4-oxo-1H-pyrrolo[3,2-C]pyridine-7-carboxylateHCID 44475352987.9%

Reaction Steps

A mixture of methyl 2-{2-amino-1-[(methyloxy)carbonyl]ethenyl}-1-methyl-1H-pyrrole-3-carboxylate (2 g) and sodium t-butoxide (160 mg) in dimethylformamide (18 ml) was irradiated within a microwave reactor at 160° C. for 20 minutes. The reaction was repeated 28 times. The reaction mixtures were combined (56.4 g) and after cooling a precipitate formed which was filtered, washed with water and dried in vacuo to yield the title compound (17.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589206B2
Source datasetuspto-grants-2009_09
ORD IDord-702b650eb40043e0b3ea0d7a55ee5ec9
Source noteuspto-grants-2009_09