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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277629Generated: October 31, 2026

Thionyl Chloride → HCID 86685947, compound

https://huagongshe.com/reaction/2277629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1H-Isoindol-1-one, 6-fluoro-2,3-dihydro-2-[5-(hydroxymethyl)-3-pyridinyl]-3,3-dimethyl-HCID 86685946—
SolventDichloromethaneHCID 6344—
ProductHCID 86685947HCID 86685947104.8%

Reaction Conditions

Temperature3.5 °C

Reaction Steps

To a solution of 6-fluoro-2-(5-hyroxymethyl-pyridin-3-yl)-3,3-dimethyl-2,3-dihydro-isoindol-1-one (52 mg) in DCM (10 mL) was added thionyl chloride (0.14 mL, 1.9 mmol) slowly at 0° C. After the addition, the reaction mixture was stirred at 2-5° C. for 0.5 hour before it was poured into satd. aq. NaHCO3 solution (10 mL) and extracted with DCM (2×15 mL). The combined organic layers were washed with brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (58 mg 100%) as light yellowish solid. MS: 322.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133158B2
Source datasetuspto-grants-2015_09
ORD IDord-fba1f4f0999e45b28c2c443e74021c32
Source noteuspto-grants-2015_09