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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469846Generated: October 31, 2026

Oxalyl chloride → HCID 71679879, compound

https://huagongshe.com/reaction/1469846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692300HCID 86692300—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679879HCID 7167987923.9%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using N4-(4,4-difluorocyclohexyl)-2-methylquinazoline-4,8-diamine (Intermediate-53, 100 mg, 0.342 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 147 mg, 0.513 mmol), oxalyl chloride (97 mg, 0.77 mmol), DMF (1 drop) and DIPEA (132 mg, 1.026 mmol) in CH2Cl2 (3 mL) to afford 46 mg of the title product. 1H NMR (400 MHz, DMSO-d6): δ 10.25 (s, 1H), 8.68 (d, J=7.6 Hz, 1H), 8.18-8.15 (t, J=5.8 Hz, 1H), 8.06-8.04 (d, J=8.4 Hz, 1H), 7.97-7.95 (d, J=7.6 Hz, 1H), 7.48-7.42 (m, 2H), 7.38-7.36 (d, J=8.0 Hz, 1H), 4.44 (m, 1H), 4.30 (d, J=5.6 Hz, 2H), 2.46 (s, 3H), 2.10-1.99 (m, 6H), 1.76-1.73 (m, 2H), 1.14 (s, 9H); MS (m/z): 562.32 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-a08680103df7431997d8818f5e7f7ba0
Source noteuspto-grants-2015_04