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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623810Generated: November 2, 2026

Acetic Acid → HCID 68108916, compound

https://huagongshe.com/reaction/1623810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPyrrolidineHCID 31268—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86668210HCID 86668210—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 68108916HCID 68108916—

Reaction Conditions

Temperature50 °C

Reaction Steps

Pyrrolidine (25 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, 0.30 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 then quenched with NaHCO3 solution (7 ml) and extracted with dichloromethane (5 ml). The organic layer was dried (MgSO4) and the solvent removed in vacuo to give a yellow solid. The residue purified by MDAP to yield the title compound as an opaque solid. 34 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-ec395945cc7c4f9986cf23710a99edcf
Source noteuspto-grants-2014_07