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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396728Generated: October 29, 2026

Ammonium formate → HCID 23003986, compound

https://huagongshe.com/reaction/396728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactantmethyl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(quinolin-6-yl)propanoateHCID 86685771—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductHCID 23003986HCID 2300398698.8%

Reaction Steps

A solution of methyl (S) 2-(N-boc-amino)-3-quinolin-6-yl-propionate [3.8 g, Reference Example 20(a)] in ethanol (100 ml) at 60° C. was treated with ammonium formate (10 g) and 10% palladium on charcoal (500 mg). After stirring at 60° C. further ammonium formate (about 5 g) and palladium on charcoal (about 250 mg) were added, and this was repeated at 30 minute intervals for a further 2 hours, at which time TLC analysis indicated the reaction was complete. After cooling to room temperature the mixture was filtered through Celite to remove spent catalyst, and the filtrate was evaporated. The residue was partitioned between ethyl acetate (200 ml) and sodium bicarbonate solution (200 ml). The organic phase was dried and evaporated to give the title compound (3.8 g) as a colourless oil which slowly crystallised on standing.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608084B1
Source datasetuspto-grants-2003_08
ORD IDord-ad8bdba56cd04734810cac81032fc0b2
Source noteuspto-grants-2003_08