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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509288Generated: October 25, 2026

Pyridine → tert-Butyl 2-chloropyrimidine-4-carboxylate

https://huagongshe.com/reaction/509288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Chloropyrimidine-4-carboxylic acidHCID 22135751—
Solventtert-ButanolHCID 6386—
Producttert-Butyl 2-chloropyrimidine-4-carboxylateHCID 5706396162%

Reaction Steps

2-Chloropyrimidine-4-carboxylic acid (500 mg, 3.154 mmol) was suspended in 2-methylpropan-2-ol (20 ml), followed by addition of pyridine (3 ml) and p-toluenesulfonyl chloride (1.2 g, 6.308 mmol), and then resulting mixture was stirred at room temperature under nitrogen stream for 4 hours. The resulting reaction liquid was neutralized by slow addition of a saturated aqueous NaHCO3 solution, and then concentrated under reduced pressure, followed by addition of distilled water (5 ml). The precipitated solid was filtered, followed by vacuum drying, to obtain 420 mg of pale yellow solid (62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096571B2
Source datasetuspto-grants-2015_08
ORD IDord-7a9bd729606d425ea79024f459a132e1
Source noteuspto-grants-2015_08