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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1296744Generated: October 29, 2026

Acetic Acid → 3,5-Dimethoxy-4-methyl-N-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-2-phenethylamino-benzyl]-benzamide

https://huagongshe.com/reaction/1296744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPhenylacetaldehydeHCID 998—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantN-[2-Amino-4-(5-methyl-[1,2,4]oxadiazol-3-yl)-benzyl]-3,5-dimethoxy-4-methyl-benzamideHCID 69491883—
Solvent1,2-DichloroethaneHCID 11—
Product3,5-Dimethoxy-4-methyl-N-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)-2-phenethylamino-benzyl]-benzamideHCID 69491616—

Reaction Steps

Acetic acid (0.040 mL, 5 eq) and sodium triacetoxyborohydride (42 mg, 0.20 mmol) were added to a suspension of compound 1g (50 mg, 0.13 mmol) and phenylacetaldehyde (0.020 mg, 2 eq) in DCE (1.5 mL). The reaction was stirred at rt for 16 h and concentrated on a rotary evaporator. The residue was purified by preparative tlc (silica gel, 1:1 ethyl acetate/hexane) to afford compound 9a. ESI-MS m/e 487.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07247654B2
Source datasetuspto-grants-2007_07
ORD IDord-afaf87626af9411ca3c157cdf49a6606
Source noteuspto-grants-2007_07