Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469840Generated: October 30, 2026

Oxalyl chloride → HCID 71679712, compound

https://huagongshe.com/reaction/1469840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692296HCID 86692296—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679712HCID 716797127.2%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using N4-(4,4-dimethylcyclohexyl)-2-methylquinazoline-4,8-diamine (Intermediate-47, 180 mg, 0.63 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 271 mg, 0.95 mmol), oxalyl chloride (180 mg, 1.43 mmol), DMF (1 drop) and DIPEA (244 mg, 1.89 mmol) in CH2Cl2 (8 mL) to afford 25 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.18 (s, 1H), 8.66 (d, J=7.8 Hz, 1H), 8.14 (t, 1H), 8.02 (d, J=8.1 Hz, 1H), 7.93 (d, 1H), 7.43 (m, 2H), 7.37 (d, J=7.8 Hz, 1H), 4.31 (d, 2H), 4.17 (m, 1H), 2.44 (s, 3H), 1.72 (m, 2H), 1.64-1.60 (m, 2H), 1.41-1.28 (m, 4H), 1.14 (s, 9H), 0.98 (s, 3H), 0.94 (s, 3H); MS (m/z): 554.35 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-2bc99a558f3c4a79b6b278a1aa7b3727
Source noteuspto-grants-2015_04