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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469806Generated: November 2, 2026

Oxalyl chloride → HCID 71678716, compound

https://huagongshe.com/reaction/1469806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
Reactant4-(3-(Trifluoromethyl)phenoxy)quinazolin-8-amineHCID 71680391—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71678716HCID 7167871619.9%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 4-(3-(trifluoromethyl)phenoxy)quinazolin-8-amine (Intermediate-8, 80 mg, 0.262 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 150 mg, 0.521 mmol), oxalyl chloride (98 mg, 0.78 mmol), DMF (1 drop) and DIPEA (101 mg, 0.79 mmol) in CH2Cl2 (3 mL) to afford 30 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.95 (s, 1H), 8.90 (d, J=8.1 Hz, 1H), 8.79 (s, 1H), 8.18 (d, J=6.9 Hz, 2H), 7.85 (m, 2H), 7.75 (s, 3H), 7.41-7.33 (m, 2H), 4.31 (d, J=5.4 Hz, 2H), 1.14 (s, 9H); MS [M+H]+: 575.16.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-fa296b08c0f44bc3a46919ce7278f99a
Source noteuspto-grants-2015_04