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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535630Generated: October 31, 2026

Pyridine → HCID 70976209, compound

https://huagongshe.com/reaction/535630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactantbeta-Phenylisovaleric acidHCID 13890—
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 70976118HCID 70976118—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 70976209HCID 7097620951.3%

Reaction Steps

A solution of 3-methyl-3-phenyl butanoic acid (37.7 mg, 0.212 mmol) and oxalyl chloride (0.024 mL, 0.275 mmol) in dichloromethane (0.80 mL) with a drop of DMF was stirred at room temperature for 90 minutes, concentrated to dryness, and re-dissolved in DCM (0.80 mL). To this solution was added the product from Example 224A (60.6 mg, 0.186 mmol) and pyridine (0.020 mL, 0.248 mmol), and the mixture was stirred at room temperature for 2 hours, concentrated, and chromatographed (2% acetone/DCM) to afford 46.4 mg of the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.55 (s, 1H), 8.55 (d, J=8.1 Hz, 1H), 8.41 (d, J=7.4 Hz, 1H), 8.16-8.23 (m, 4H), 8.11-8.17 (m, 1H), 8.04 (t, J=7.6 Hz, 1H), 7.40 (d, J=1.7 Hz, 1H), 7.37-7.38 (m, 1H), 7.28-7.34 (m, 2H), 7.19 (t, J=7.2 Hz, 1H), 2.50-2.56 (m, 2H), 1.29 (s, 6H); MS (ESI+) M/Z 487 (M+H)+,504 (M+NH4)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859549B2
Source datasetuspto-grants-2014_10
ORD IDord-323b13336334487fb4480605dfe6c95b
Source noteuspto-grants-2014_10