Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410797Generated: November 4, 2026

Riluzole → 3-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester

https://huagongshe.com/reaction/410797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantRiluzoleHCID 5070—
Reactant1,1'-ThiocarbonyldiimidazoleHCID 80264—
Reactant5-Amino-6-methylamino-nicotinic acid ethyl esterHCID 67334125—
Solvent1,2-DichloroethaneHCID 11—
Product3-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl esterHCID 5839776640.8%

Reaction Steps

3-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester (560 mg) was prepared by following General Procedure D starting from 5-amino-6-methylamino-nicotinic acid ethyl ester (723 mg), 2-amino-6-(trifluoromethoxy)benzothiazole (735 mg), 1,1′-thiocarbonyldiimidazole (802 mg), and EDC (969 mg). LC/MS: m/z 437.8. 1H NMR (DMSO-d6, 400 MHz): δ 12.44 (s, 1H), 7.94 (s, 1H), 7.89 (s, 1H), 7.74 (s, 1H), 7.52 (d, 1H), 7.37 (d, 1H), 4.33 (q, 2H), 3.65 (s, 3H), 1.36 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759535B2
Source datasetuspto-grants-2014_06
ORD IDord-8ab5e7ed019d4ef685b219e0480595c2
Source noteuspto-grants-2014_06