Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801989Generated: October 31, 2026

Dimethylformamide → HCID 57671538, compound

https://huagongshe.com/reaction/1801989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 52987939HCID 52987939—
ReactantHCID 86631269HCID 86631269—
SolventWaterHCID 962—
ProductHCID 57671538HCID 57671538—

Reaction Steps

Methyl 5-(tert-butoxycarbonyl)-2-chloroisonicotinate. To a solution of 5-(tert-butoxycarbonyl)-2-chloroisonicotinic acid (1 g, 3.7 mmol) in dry DMF (10 mL) was added NaH (60% suspension in mineral oil, 0.37 g, 9.24 mmol) in small portions with stirring and cooling using an ice-bath. After addition, the reaction mixture was treated with MeI (0.524 mL, 9.24 mmol) dropwise, and then stirred at room temperature for 1 hour. The reaction mixture was poured into water and stirred at room temperature for 3 hours. The precipitate was filtered and dried in vacuo to afford the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349868B2
Source datasetuspto-grants-2013_01
ORD IDord-af409d456c8c435884fd714ffdf2d1d8
Source noteuspto-grants-2013_01