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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469714Generated: October 30, 2026

Sodium Hydroxide → 3-Chloro-6-(pivalamidomethyl)picolinic acid

https://huagongshe.com/reaction/1469714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 3-chloro-6-(pivalamidomethyl)picolinateHCID 86692225—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product3-Chloro-6-(pivalamidomethyl)picolinic acidHCID 8669222682.7%

Reaction Steps

The title compound was prepared following the procedure described in Step 3 of Intermediate-2 using ethyl 3-chloro-6-(pivalamidomethyl)picolinate (1.00 g, 3.35 mmol) in THF:MeOH:H2O (3:2:1; 6 mL) and NaOH (268 mg, 6.71 mmol) to afford 750 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 13.85 (br s, 1H), 8.25 (br t, 1H), 7.99 (d, J=8.4 Hz, 1H), 7.29 (d, J=8.1 Hz, 1H), 4.32 (d, J=6.0 Hz, 2H), 1.19 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-fa30a42fe7d64e17b5530bfa9b069480
Source noteuspto-grants-2015_04