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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469832Generated: October 30, 2026

Oxalyl chloride → HCID 71679393, compound

https://huagongshe.com/reaction/1469832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692293HCID 86692293—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679393HCID 7167939317.7%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 4-ethoxyquinazolin-8-amine (Intermediate-38, 140 mg, 0.80 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 323 mg, 1.12 mmol), oxalyl chloride (141 mg, 1.12 mmol), DMF (1 drop) and DIPEA (310 mg, 2.40 mmol) in CH2Cl2 (4 mL) to afford 65 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.75 (s, 1H), 8.79 (m, 2H), 8.13 (t, 1H), 7.91 (d, J=8.4 Hz, 1H), 7.69 (t, 1H), 7.36-7.31 (m, 2H), 4.62 (m, 2H), 4.29 (d, J=6.0 Hz, 2H), 1.44 (t, J=7.5 Hz, 3H), 1.12 (s, 9H); MS (m/z): 459.20 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-649233f7d3084d2f985853996fdca905
Source noteuspto-grants-2015_04