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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944668Generated: October 31, 2026

Acetic Acid → HCID 23728854, compound

https://huagongshe.com/reaction/1944668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 59588794HCID 59588794—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23728854HCID 2372885468.2%

Reaction Conditions

Temperature63 °C

Reaction Steps

To a solution of 2-(4-cyclopropylpiperazin-1-yl)benzothiazole-6-carboxaldehyde (500 mg, 1.7 mmol) in methanol (14 mL) and THF (28 mL) was added dimethylamine hydrochloride (277 mg, 3.4 mmol), acetic acid (22 mg, 0.4 mmol) and NaCNBH3 (158 mg, 2.7 mmol). The mixture was stirred at 63° C. overnight. Then the resulting mixture was concentrated under reduced pressure and the residue was diluted with dichloromethane (15 mL). The mixture was washed with brine and the organic phase was dried (MgSO4) and concentrated under reduced pressure. The residue was purified by preparative HPLC to give 367 mg (32%) of [2-(4-cyclopropylpiperazin-1-yl)benzothiazol-6-ylmethyl]dimethyl-amine as a trifluoroacetate salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394842B2
Source datasetuspto-grants-2013_03
ORD IDord-d9225e0463114c26a24181749da5dce1
Source noteuspto-grants-2013_03