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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469851Generated: November 1, 2026

Oxalyl chloride → HCID 71680053, compound

https://huagongshe.com/reaction/1469851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 86692304HCID 86692304—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71680053HCID 7168005321.4%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using N4-(tert-butyl)-2-methylquinazoline-4,8-diamine (Intermediate-58, 100 mg, 0.43 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 150 mg, 0.52 mmol), oxalyl chloride (82 mg, 0.65 mmol), DMF (1 drop) and DIPEA (166 mg, 1.29 mmol) in CH2Cl2 (3 mL) to afford 46 mg of the title product. 1H NMR (400 MHz, DMSO-d6): δ 10.21 (s, 1H), 8.66 (d, J=7.4 Hz, 1H), 8.15 (t, 1H), 8.10 (d, J=8.0 Hz, 1H), 7.44-7.33 (m, 4H), 4.31 (d, J=5.8 Hz, 2H), 2.48 (s, 3H), 1.14 (s, 9H); MS (m/z): 500.60 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-5a887e0067f94653a1d09dc1a1af6631
Source noteuspto-grants-2015_04