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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469829Generated: November 3, 2026

Oxalyl chloride → HCID 71679391, compound

https://huagongshe.com/reaction/1469829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692246HCID 86692246—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679391HCID 7167939143.6%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 4-(2-fluoro-5-(trifluoromethyl)phenoxy)quinolin-8-amine (Intermediate-35, 100 mg, 0.31 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 133 mg, 0.46 mmol), oxalyl chloride (187 mg, 0.69 mmol), DMF (1 drop) and DIPEA (120 mg, 0.93 mmol) in CH2Cl2 (4 mL) to afford 80 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.74 (s, 1H), 8.78 (d, J=7.8 Hz, 1H), 8.70 (d, J=5.4 Hz, 1H), 8.11-8.05 (m, 3H), 7.83-7.71 (m, 3H), 7.41-7.30 (m, 2H), 6.83 (d, J=4.8 Hz, 1H), 4.29 (d, J=5.4 Hz, 2H), 1.12 (s, 9H); MS (m/z): 592.33 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-01329a4cded243198b59d2121e17fedf
Source noteuspto-grants-2015_04