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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469800Generated: October 31, 2026

Oxalyl chloride → HCID 71678544, compound

https://huagongshe.com/reaction/1469800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
Reactant1-(3-(Trifluoromethyl)phenoxy)isoquinolin-5-amineHCID 71678049—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71678544HCID 7167854412.9%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 1-(3-(trifluoromethyl)phenoxy)isoquinolin-5-amine (Intermediate-6, 70 mg, 0.23 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 129 mg, 0.45 mmol), oxalyl chloride (85 mg, 0.68 mmol), DMF (1 drop) and DIPEA (89 mg, 0.69 mmol) in CH2Cl2 (3 mL) to afford 17 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 11.02 (s, 1H), 8.34 (d, J=8.4 Hz, 1H), 8.21 (br t, 1H), 8.10-8.01 (m, 2H), 7.81-7.67 (m, 6H), 7.47-7.36 (m, 2H), 4.34 (m, 2H), 1.15 (s, 9H); MS [M+H]+: 574.09.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-c739bb85fc5e4a488b36f1a79b2758a2
Source noteuspto-grants-2015_04