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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023718Generated: November 3, 2026

Dimethylformamide → HCID 67394627, compound

https://huagongshe.com/reaction/1023718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantMethyl 2-aminopyridine-3-carboxylateHCID 351633—
ReactantHCID 58420519HCID 58420519—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventPyridineHCID 1049—
ProductHCID 67394627HCID 6739462733%

Reaction Steps

In the same manner as that of Example 9, 4,5-diisopropylthiophene-2-carboxylic acid (180 mg, 0.849 mmol) was converted to an acid chloride with thionyl chloride and dimethylformamide. This acid chloride was dissolved in pyridine (4 ml), the solution was added with methyl 2-aminopyridine-3-carboxylate (258 mg, 1.70 mmol) and 4-dimethylaminopyridine (5 mg, 41 μmol), and the mixture was stirred at room temperature for 48 hours. The reaction mixture was treated in a conventional manner, and then the resultant was purified by silica gel chromatography [benzene-ethyl acetate (4:1)] to obtain methyl 6-[(4,5-diisopropylthiophene-2-carbonyl)amino]pyridine-3-carboxylate (98 mg, 33%) as colorless foam, together with the collected starting material (67 mg, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722730B2
Source datasetuspto-grants-2014_05
ORD IDord-0a63f75389e1423a9cabede3a12ddcc5
Source noteuspto-grants-2014_05