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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646522Generated: October 29, 2026

Acetic Anhydride → HCID 136167174, compound

https://huagongshe.com/reaction/646522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantBoron TrichlorideHCID 25135—
ReactantHCID 59264757HCID 59264757—
SolventDichloromethaneHCID 6344—
ProductHCID 136167174HCID 13616717414%

Reaction Steps

To a solution of C-[5-(2,4-Bis-benzyloxy-5-chloro-phenyl)-4-(4-fluoro-phenyl)-isoxazol-3-yl]-methylamine (100 mg, 0.19 mmol) in DCM was added acetic anhydride (130 μl, 7.0 equiv.) and triethylamine (81 μl, 3.0 equiv.). The solution was stirred at room temperature until the amine was consumed. The solvent was removed in vacuo to leave the yellow tinged oily crude benzyl protected product. This was deprotected using the standard procedure with boron trichloride described above and purified by preparative TLC and soxhlet extraction of the silica by ether gave the pure compound as a colourless solid (10 mg, 14% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705027B2
Source datasetuspto-grants-2010_04
ORD IDord-af924a9c00664060b7999fd3e49693bb
Source noteuspto-grants-2010_04