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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099440Generated: October 31, 2026

Methyl iodide → HCID 59354912, compound

https://huagongshe.com/reaction/1099440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59354914HCID 59354914—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59354912HCID 5935491261%

Reaction Steps

To a solution of methyl 6-[(2,2,2-trifluoroethyl)carbamoyl]nicotinate (3.0 g, 11.5 mmol) in tetrahydrofuran (15 mL) was added sodium hydride (60% suspension in mineral oil) (1.4 g) at ambient temperature. The reaction mixture was stirred for 1 h and methyl iodide (1.5 mL) was added. The reaction mixture was stirred over night and then quenched with water (20 mL). The mixture was extracted with ethyl acetate (3×50 mL) and the combined organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo to give 1.72 g (61%) of the title compound; 1H NMR (400 MHz, CDCl3) δ ppm 8.43 (d, 1 H), 4.50 (q, 1 H), 4.23 (q, 1 H), 3.99 (s, 3 H), 3.24 (d, 3 H); MS (ESI) m/z 277[M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143408B2
Source datasetuspto-grants-2012_03
ORD IDord-6774ef7d8ea34a80960a6dd8a74bf8c3
Source noteuspto-grants-2012_03