Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469789Generated: November 3, 2026

Pivaloyl chloride → Methyl 2-chloro-4-fluoro-5-(pivalamidomethyl)benzoate

https://huagongshe.com/reaction/1469789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPivaloyl chlorideHCID 62493—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 5-(aminomethyl)-2-chloro-4-fluorobenzoateHCID 86692267—
SolventDichloromethaneHCID 6344—
ProductMethyl 2-chloro-4-fluoro-5-(pivalamidomethyl)benzoateHCID 8669226699.8%

Reaction Steps

The title compound was prepared following the procedure described in step-2 of Intermediate-2 using methyl 5-(aminomethyl)-2-chloro-4-fluorobenzoate (180 mg, 0.83 mmol), DIPEA (321 mg, 2.49 mmol) and pivaloyl chloride (120 mg, 1.0 mmol) in CH2Cl2 (5 mL) to afford 250 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 8.16 (t, 1H), 7.73 (d, J=6.9 Hz, 1H), 7.58-7.54 (d, J=10.2 Hz, 1H), 4.26-4.24 (d, J=5.7 Hz, 2H), 3.83 (s, 3H), 1.11 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-0fd3e6b8883b4fb48c5c8a652c059998
Source noteuspto-grants-2015_04