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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469822Generated: October 31, 2026

Oxalyl chloride → HCID 71679058, compound

https://huagongshe.com/reaction/1469822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692286HCID 86692286—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679058HCID 7167905816.7%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using N4-(2-fluoro-4-(trifluoromethyl)phenyl)quinazoline-4,8-diamine (Intermediate-23, 230 mg, 0.71 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 245 mg, 0.85 mmol), oxalyl chloride (161 mg, 1.28 mmol), DMF (1 drop) and DIPEA (275 mg, 2.13 mmol) in CH2Cl2 (8 mL) to afford 70 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.63 (s, 1H), 10.22 (s, 1H), 8.82-8.79 (d, J=8.1 Hz, 1H), 8.59 (s, 1H), 8.28-8.25 (d, J=9.0 Hz, 1H), 8.16 (m, 1H), 7.89-7.83 (m, 2H), 7.75-7.67 (m, 2H), 7.42-7.34 (m, 2H), 4.32-4.30 (d, J=5.4 Hz, 2H), 1.14 (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-7b2b3788b27142d4b030d1caa317aac3
Source noteuspto-grants-2015_04