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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469834Generated: October 31, 2026

Oxalyl chloride → HCID 71679394, compound

https://huagongshe.com/reaction/1469834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-[(2,2-dimethylpropanamido)methyl]benzoic acidHCID 58483208—
ReactantHCID 86692257HCID 86692257—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679394HCID 7167939418.5%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 1-(4-(trifluoromethyl)phenoxy)isoquinolin-5-amine (Intermediate-41, 100 mg, 0.32 mmol), 2-chloro-5-(pivalamidomethyl)benzoic acid (Intermediate-5, 177 mg, 0.65 mmol), oxalyl chloride (123 mg, 0.98 mmol), DMF (1 drop) and DIPEA (124 mg, 0.96 mmol) in CH2Cl2 (5 mL) to afford 33 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.76 (s, 1H), 8.30 (d, J=7.8 Hz, 1H), 8.21 (t, 1H), 8.08 (d, J=6.9 Hz, 1H), 7.99 (d, J=6.0 Hz, 1H), 7.86 (d, J=8.1 Hz, 2H), 7.73 (d, J=6.3 Hz, 1H), 7.54 (m, 4H), 7.37 (d, J=8.4 Hz, 2H), 4.32 (d, J=5.7 Hz, 2H), 1.14 (s, 9H); MS (m/z): 556.29 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-119bdbeafff5414fbb2dd2313a9414c2
Source noteuspto-grants-2015_04