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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1878629Generated: October 30, 2026

Methanol → HCID 68736834, compound

https://huagongshe.com/reaction/1878629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 68738381HCID 68738381—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68736834HCID 68736834—

Reaction Steps

To a solution of [3-(5-bromo-pyridin-3-yl)-phenyl]-acetic acid (Intermediate 94) (1 eq, 4.1 mmol, 1.2 g) in THF (15 ml) is added thionyl chloride (1.5 eq, 6.16 mmol, 0.45 ml), and the resulting mixture is stirred for 30 min at r.t. Then MeOH (3 eq, 12.3 mmol, 0.5 ml) is added and stirring is continued for another 20 h. Addition of 10% aqueous NaHCO3 solution is followed by extraction with EtOAc. The organic layer is dried with MgSO4, filtered, and the solvents are removed in vacuo. Purification or the crude mixture by column chromatography (hexane/EtOAc) gives the title compound; [M+H]+=306/308.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314112B2
Source datasetuspto-grants-2012_11
ORD IDord-51120344e85d42a9aea2848b14f2eab9
Source noteuspto-grants-2012_11