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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469810Generated: October 31, 2026

Oxalyl chloride → HCID 71678718, compound

https://huagongshe.com/reaction/1469810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-[(2,2-dimethylpropanamido)methyl]benzoic acidHCID 58483208—
ReactantHCID 86692278HCID 86692278—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71678718HCID 7167871851.7%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 4-((4,4-dimethylcyclohexyl)oxy)quinazolin-8-amine (Intermediate-10, 50 mg, 0.185 mmol), 2-chloro-5-(pivalamidomethyl)benzoic acid (Intermediate-5, 99 mg, 0.369 mmol), oxalyl chloride (70 mg, 0.55 mmol), DMF (1 drop) and DIPEA (72 mg, 0.56 mmol) in CH2Cl2 (3 mL) to afford 50 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.24 (s, 1H), 8.80 (s, 2H), 8.18 (m, 1H), 7.90 (d, J=7.2 Hz, 1H), 7.73-7.71 (m, 1H), 7.59-7.54 (m, 2H), 7.39 (d, J=7.8 Hz, 1H), 5.38 (m, 1H), 4.30 (d, J=6.0 Hz, 2H), 1.95 (m, 2H), 1.81 (m, 2H), 1.51 (m, 2H), 1.34 (m, 2H), 1.12 (s, 9H), 1.00 (s, 3H), 0.97 (s, 3H); MS (m/z): 523.07 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-2919caa30eab434f937834041a583aa0
Source noteuspto-grants-2015_04