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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410729Generated: October 25, 2026

Ethanolamine → 1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (2-hydroxy-ethyl)-amide

https://huagongshe.com/reaction/410729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantDiisopropylethylamineHCID 81531—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acidHCID 58397517—
Product1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (2-hydroxy-ethyl)-amideHCID 8665675124.4%

Reaction Steps

1-Methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (2-hydroxy-ethyl)-amide (27 mg) was prepared by following General Procedure N starting from 1-methyl-2-(6-trifluoromethoxy-benzothiazol-2-ylamino)-1H-benzoimidazole-5-carboxylic acid (100 mg), ethanolamine (15 mg), DPPA (53 uL), and DIEA (43 uL). LC/MS: m/z 452.9. 1H NMR (DMSO-d6, 400 MHz): δ 8.37 (s, 1H), 8.07 (s, 1H), 7.91 (s, 1H), 7.81-7.56 (m, 2H), 7.46 (d, 1H), 7.34 (d, 1H), 4.72 (s, 1H), 3.64 (s, 3H), 3.58-3.48 (m, 2H), 3.40-3.32 (m, 2H), —NH proton signal was not observed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759535B2
Source datasetuspto-grants-2014_06
ORD IDord-fd357407bb0f499d871c39f70b4ebef9
Source noteuspto-grants-2014_06