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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619244Generated: November 1, 2026

Acetic Acid → HCID 23728855, compound

https://huagongshe.com/reaction/1619244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMorpholineHCID 8083—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 59588794HCID 59588794—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23728855HCID 2372885550.2%

Reaction Conditions

Temperature63 °C

Reaction Steps

To a solution of 2-(4-cyclopropylpiperazin-1-yl)benzothiazole-6-carboxaldehyde (500 mg, 1.7 mmol) in MeOH (14 mL) and THF (28 mL) was added morpholine (296 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, dried (MgSO4) and concentrated under reduced pressure. The residue was purified by preparative HPLC to give 306 mg (31%) of 2-(4-cyclopropylpiperazin-1-yl)-6-(morpholin-4-ylmethyl)benzothiazole as a trifluoroacetate salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772285B2
Source datasetuspto-grants-2014_07
ORD IDord-84a6baadea944176abb73db08671a43a
Source noteuspto-grants-2014_07