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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469825Generated: October 31, 2026

Oxalyl chloride → HCID 71679221, compound

https://huagongshe.com/reaction/1469825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692289HCID 86692289—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679221HCID 7167922119.5%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using N4-(4,4-dimethylcyclohexyl)-2-(trifluoromethyl)quinazoline-4,8-diamine (Intermediate-26, 100 mg, 0.295 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 127 mg, 0.443 mmol), oxalyl chloride (84 mg, 0.66 mmol), DMF (1 drop) and DIPEA (115 mg, 0.89 mmol) in CH2Cl2 (3 mL) to afford 35 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.30 (s, 1H), 8.67-8.65 (d, J=7.2 Hz, 1H), 8.59-8.56 (d, J=8.1 Hz, 1H), 8.22-8.16 (m, 2H), 7.74-7.68 (t, J=8.4 Hz, 1H), 7.45-7.33 (m, 2H), 4.32-4.30 (d, J=5.4 Hz, 2H), 4.14 (m, 1H), 1.76-1.66 (m, 4H), 1.43-1.24 (m, 4H), 1.14 (s, 9H), 0.99 (s, 3H), 0.95 (s, 3H); MS (m/z): 608.38 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-0bfe25b0b0c64d1f82d1757e10b55b1a
Source noteuspto-grants-2015_04