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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469823Generated: October 31, 2026

Oxalyl chloride → HCID 71679222, compound

https://huagongshe.com/reaction/1469823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692287HCID 86692287—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679222HCID 716792228.9%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using N4-(6-(trifluoromethyl)pyridin-3-yl)quinazoline-4,8-diamine (Intermediate-24, 150 mg, 0.49 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 170 mg, 0.59 mmol), oxalyl chloride (112 mg, 0.89 mmol), DMF (1 drop) and DIPEA (190 mg, 1.47 mmol) in CH2Cl2 (5 mL) to afford 25 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.68 (s, 1H), 10.36 (s, 1H), 9.23 (s, 1H), 8.83-8.80 (d, J=7.8 Hz, 1H), 8.75 (s, 1H), 8.69-8.65 (d, J=9.6 Hz, 1H), 8.37-8.34 (d, J=8.7 Hz, 1H), 8.16 (br t, 1H), 7.97-7.94 (d, J=8.7 Hz, 1H), 7.79 (t, 1H), 7.41-7.33 (m, 2H), 4.31-4.29 (d, J=5.4 Hz, 2H), 1.13 (s, 9H); MS (m/z): 575.18 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-d389758f476a42ad8b18c1441fb386ed
Source noteuspto-grants-2015_04