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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469791Generated: November 2, 2026

Pivaloyl chloride → Methyl 2-chloro-4-fluoro-3-(pivalamidomethyl)benzoate

https://huagongshe.com/reaction/1469791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPivaloyl chlorideHCID 62493—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 3-(aminomethyl)-2-chloro-4-fluorobenzoateHCID 86692270—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-chloro-4-fluoro-3-(pivalamidomethyl)benzoateHCID 8669226981.7%

Reaction Steps

The title compound was prepared following the procedure described in step-2 of Intermediate-2 using methyl 3-(aminomethyl)-2-chloro-4-fluorobenzoate (340 mg, 1.42 mmol), DIPEA (550 mg, 4.27 mmol) and pivaloyl chloride (204 mg, 1.7 mmol) in CH2Cl2 (5 mL) to afford 350 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 7.81-7.74 (m, 2H), 7.36-7.30 (t, J=9.0 Hz, 1H), 4.39-4.37 (d, J=4.5 Hz, 2H), 3.85 (s, 3H), 1.06 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-bbfd4163399c449292ae76c8e378f993
Source noteuspto-grants-2015_04