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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415159Generated: October 29, 2026

Methanol → HCID 66621285, compound

https://huagongshe.com/reaction/415159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 66620465HCID 66620465—
ProductHCID 66621285HCID 6662128538%

Reaction Conditions

Temperature70 °C

Reaction Steps

2-(2-Fluoro-4-(pyrrolidin-2-yl)phenyl)benzo[d]oxazole-7-carboxylic acid (500 mg, 1.53 mmol) was dissolved in methanol (20 mL) at −5° C.-0° C., thionyl chloride (0.2 mL, 2.40 mmol) was added dropwise. The mixture was heated at 70° C. for 3 h., then evaporated and the residue was adjusted to pH=9 by NaHCO3, and extracted with ethyl acetate. The organic layer was separated and washed with brine, dried over anhydrous sodium sulfate and evaporated to give methyl 2-(2-fluoro-4-(pyrrolidin-2-yl)phenyl)benzo[d]oxazole-7-carboxylate (200 mg, yield 38%) as white solid. LC-MS (ESI) m/z: 341 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088760B2
Source datasetuspto-grants-2012_01
ORD IDord-3680b0c74f9044889eb278ae12195aa6
Source noteuspto-grants-2012_01