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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469833Generated: October 30, 2026

Oxalyl chloride → HCID 71679561, compound

https://huagongshe.com/reaction/1469833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloro-5-[(2,2-dimethylpropanamido)methyl]benzoic acidHCID 58483208—
ReactantHCID 86692294HCID 86692294—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679561HCID 7167956118.2%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using N1-(2-fluoro-4-(trifluoromethyl)phenyl)isoquinoline-1,5-diamine (Intermediate-39, 80 mg, 0.24 mmol), 2-chloro-5-(pivalamidomethyl)benzoic acid (Intermediate-5, 134 mg, 0.49 mmol), oxalyl chloride (93 mg, 0.74 mmol), DMF (1 drop) and DIPEA (93 mg, 0.72 mmol) in CH2Cl2 (5 mL) to afford 25 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.62 (s, 1H), 9.38 (s, 1H), 8.35 (d, J=8.4 Hz, 1H), 8.21 (t, 1H), 8.00-7.93 (m, 2H), 7.88 (t, J=7.5 Hz, 1H), 7.71 (d, J=9.3 Hz, 2H), 7.60-7.53 (m, 3H), 7.44 (d, J=5.7 Hz, 1H), 7.36 (d, J=9.0 Hz, 1H), 4.32 (d, J=5.4 Hz, 2H), 1.14 (s, 9H); MS (m/z): 573.29 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-712e10686ae54d02804202d832a9c402
Source noteuspto-grants-2015_04