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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469839Generated: October 29, 2026

Oxalyl chloride → HCID 71679711, compound

https://huagongshe.com/reaction/1469839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 71678550HCID 71678550—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679711HCID 7167971111.9%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 4-(4-(trifluoromethyl)phenoxy)quinolin-8-amine (Intermediate-46, 126 mg, 0.44 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 142 mg, 0.49 mmol), oxalyl chloride (93 mg, 0.74 mmol), DMF (1 drop) and DIPEA (170 mg, 1.32 mmol) in CH2Cl2 (5 mL) to afford 30 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ10.78 (s, 1H), 8.80-8.75 (m, 2H), 8.16 (t, 1H), 8.03 (d, J=8.4 Hz, 1H), 7.90 (d, J=8.4 Hz, 2H), 7.72 (t, J=7.8 Hz, 1H), 7.52 (d, J=8.7 Hz, 2H), 7.42 (d, J=8.4 Hz, 1H), 7.36 (d, J=7.2 Hz, 1H), 6.96 (d, J=5.1 Hz, 1H), 4.31 (d, J=5.4 Hz, 2H), 1.14 (s, 9H); MS (m/z): 574.26 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-7d88d3546e0b4b6ea661b14e26532b61
Source noteuspto-grants-2015_04