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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411018Generated: October 26, 2026

Isobutylene oxide → 1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [1-(2-hydroxy-2-methyl-propyl)-pyrrolidin-3-yl]-amide

https://huagongshe.com/reaction/411018

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutylene oxideHCID 11208—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid pyrrolidin-3-ylamide dihydrochlorideHCID 86656927—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [1-(2-hydroxy-2-methyl-propyl)-pyrrolidin-3-yl]-amideHCID 86656932—

Reaction Conditions

Temperature80 °C

Reaction Steps

1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid [1-(2-hydroxy-2-methyl-propyl)-pyrrolidin-3-yl]-amide (16 mg) was prepared using 1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid pyrrolidin-3-ylamide dihydrochloride (47 mg), 2,2-dimethyl-oxirane (excess) and DIEA (70 uL) in DMF (1 mL). The reaction was stirred at 80° C. overnight. The pure product was isolated through silica gel chromatography using DCM: (10%) methanol in DCM (from 100:0 to 0:100) as eluent system. LC/MS: m/z 548.7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759535B2
Source datasetuspto-grants-2014_06
ORD IDord-11826cf9bbbb4a758eedb8b94a5351d3
Source noteuspto-grants-2014_06