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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623809Generated: October 30, 2026

Acetic Acid → HCID 69936766, compound

https://huagongshe.com/reaction/1623809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMorpholineHCID 8083—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86668210HCID 86668210—
Solvent1,2-DichloroethaneHCID 11—
SolventDichloromethaneHCID 6344—
ProductHCID 69936766HCID 69936766—

Reaction Conditions

Temperature50 °C

Reaction Steps

Morpholine (26 uL, 0.30 mmol) and acetic acid (17 ul, 0.30 mmol) were added to a solution of 5-formyl-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide (may be prepared as described in Example 66; 100 mg, 0.301 mmol) in DCE (5 ml). The solution was stirred for 4 hours at 50° C. then sodium triacetoxyborohydride (96 mg, 0.45 mmol) was added. The reaction was stirred overnight. Saturated NaHCO3 solution (5 ml) was added and the mixture stirred for 5 minutes. The organic layer was then diluted with dichloromethane (5 ml) before being separated and dried (MgSO4). The solvent was removed in vacuo and the residue purified by MDAP to yield the title compound. 40 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-5824787b23fa41029d67c06b88bdcd0a
Source noteuspto-grants-2014_07