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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089712Generated: October 26, 2026

3-Methyl-1-benzothiophen-2-amine hydrochloride → Piperidine-1-sulfonic acid (3-methyl-benzo[b]thiophen-2-yl)-amide

https://huagongshe.com/reaction/2089712

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methyl-1-benzothiophen-2-amine hydrochlorideHCID 56723938—
Reactant1-Methyl-3-(piperidine-1-sulfonyl)-3h-imidazol-1-ium triflate saltHCID 87399419—
SolventAcetonitrileHCID 6342—
ProductPiperidine-1-sulfonic acid (3-methyl-benzo[b]thiophen-2-yl)-amideHCID 5937666340%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of compound 1-I (85.2 mg, 0.37 mmol) in MeCN (1.0 mL) was added a solution of compound 1-C (120.8 mg, 0.74 mmol) in MeCN (1.0 mL) and the reaction mixture was heated under microwave irradiation at 140° C. for 10 minutes. The reaction mixture was purified by reverse-phase semi-prep HPLC (method 3) eluting with a 45% MeCN—H2O (0.1% TFA) to 65% MeCN—H2O (0.1% TFA) gradient to afford 46 mg of compound 1-J as a film. 1H-NMR (CDCl3, 400 MHz): δ 7.71-7.73 (t, 1H), 7.63-7.66 (t, 1H), 7.34-7.40 (m, 2H), 6.28 (s, 1H), 3.27-3.29 (m, 4H), 2.39 (s, 3H), 1.53-1.73 (m, 6H); MS (method 2): m/z 311.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436041B2
Source datasetuspto-grants-2013_05
ORD IDord-2fa6c47f35344337af98352c05e56360
Source noteuspto-grants-2013_05