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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370516Generated: October 30, 2026

Trifluoroacetic acid → HCID 57725399, compound

https://huagongshe.com/reaction/2370516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantDiisopropylethylamineHCID 81531—
Reactant(1R,2S)-(+)-cis-1-Amino-2-indanolHCID 2725045—
Reactant2-Pyridinecarboxamide, N-methyl-4-[[2-(methylsulfinyl)-6-benzothiazolyl]oxy]-HCID 57725393—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 57725399HCID 5772539973.3%

Reaction Conditions

Temperature105 °C

Reaction Steps

To the solution of N-methyl-4-(2-(methylsulfinyl)benzo[d]thiazol-6-yloxy)picolinamide (300 mg, 0.86 mmol) in 5 ml of NMP was added (1R,2S)-1-amino-2,3-dihydro-1H-inden-2-ol (597 mg, 4 mmol) and DIPEA (300 μL, 1.73 mmol). The reaction solution was stirred at 105° C. for 24 hours. The crude reaction solution was purified on prep HPLC and evaporated in vacuo to give 4-(2-((1R,2S)-2-hydroxy-2,3-dihydro-1H-inden-1-ylamino)benzo[d]thiazol-6-yloxy)-N-methylpicolinamide (347 mg, 0.63 mmol) as TFA salt. ES/MS m/z 433.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710048B2
Source datasetuspto-grants-2014_04
ORD IDord-35598bfcf31e41d49182d536c1581d3f
Source noteuspto-grants-2014_04