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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217632Generated: October 27, 2026

Citric Acid → HCID 67049798, compound

https://huagongshe.com/reaction/217632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
Reactant1,4-DioxaneHCID 31275—
ReactantLithium borohydrideHCID 4148881—
ReactantN-(4-t-Butoxycarbonylaminothiophen-3-yl)-5-methoxycarbonylpyridine-2-carboxylic acid amideHCID 67050039—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67049798HCID 6704979895%

Reaction Steps

Under ice cooling, lithium tetrahydroborate (1.5 g, 70 mmol) was added to a mixed solution of N-(4-t-butoxycarbonylaminothiophen-3-yl)-5-methoxycarbonylpyridine-2-carboxylic acid amide (Reference Compound No. 2-1, 24 g, 64 mmol) in THF (1.3 L)-1,4-dioxane (1.3 L), and then the reaction mixture was stirred at same temperature overnight. Lithium tetrahydroborate (0.30 g, 14 mmol) was added thereto and the mixture was stirred at room temperature for 2 hours. Under ice cooling, water (0.40 L) and 10% aqueous citric acid solution (25 mL) were added thereto. The precipitates were filtered off and the filtrate was evaporated under reduced pressure. Water (0.30 L) was added thereto and the precipitates were filtered and dried under reduced pressure to give 21 g of the title reference compound as a pale yellow solid. (Yield 95%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198271B2
Source datasetuspto-grants-2012_06
ORD IDord-c78e45c4a1954f66bc55c6260c9fec27
Source noteuspto-grants-2012_06