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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469826Generated: October 31, 2026

Oxalyl chloride → HCID 71679224, compound

https://huagongshe.com/reaction/1469826

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692290HCID 86692290—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679224HCID 716792249.2%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 2-methyl-N4-(3-(trifluoromethyl)phenyl)quinazoline-4,8-diamine (Intermediate-27, 100 mg, 0.314 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 181 mg, 0.629 mmol), oxalyl chloride (119 mg, 0.94 mmol), DMF (1 drop) and DIPEA (122 mg, 0.94 mmol) in CH2Cl2 (4 mL) to afford 17 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.42 (s, 1H), 10.04 (s, 1H), 8.77 (d, 1H), 8.43 (s, 1H), 8.31 (m 2H), 8.16 (m, 1H), 7.64 (m, 2H), 7.48-7.36 (m, 3H), 4.31 (d, 2H), 2.58 (s, 3H), 1.14 (s, 9H); MS (m/z): 588.31 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-e200e4dbc473496a9e053550c7b800fc
Source noteuspto-grants-2015_04