Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401499Generated: November 1, 2026

Methanol → HCID 58318886, compound

https://huagongshe.com/reaction/2401499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 67051407HCID 67051407—
SolventSulfuric AcidHCID 1118—
ProductHCID 58318886HCID 5831888684%

Reaction Conditions

Temperature75 °C

Reaction Steps

3-Chloro-5-(pyrimidin-5-yloxy)benzoic acid (464 mg, 1.85 mmol, 1 eq) was dissolved in methanol (9.3 mL) in a microwave vial and H2SO4 (0.93 mL) was added dropwise. The vial was capped and heated at 75° C. for 3 h. The reaction was cooled to rt and neutralized with 1N NaOH. The reaction was extracted with EtOAc (2×), dried (MgSO4), filtered and concentrated in vacuo. Purification by flash chromatography on silica gel afforded 414 mg (84%) of the title compound as a white solid: 1H NMR (400 MHz, CDCl3) δ 9.06 (s, 1H), 8.74 (s, 2H), 7.75 (t, J=1.7 Hz, 1H), 7.65 (t, J=2.2 Hz, 1H), 7.54 (dd, J=1.4, 1.0 Hz, 1H), 3.84 (s, 3H); [M+1]+: 265.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796295B2
Source datasetuspto-grants-2014_08
ORD IDord-d6bb697519b144c2bd8457abb795ff64
Source noteuspto-grants-2014_08