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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619234Generated: November 3, 2026

Acetic Acid → HCID 23728822, compound

https://huagongshe.com/reaction/1619234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMorpholineHCID 8083—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 59588785HCID 59588785—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23728822HCID 2372882221%

Reaction Conditions

Temperature63 °C

Reaction Steps

To a solution of 2-(4-isopropylpiperazin-1-yl)benzothiazole-6-carboxaldehyde (0.5 g, 1.73 mmol) and AcOH (11 mg, 0.173 mmol) in THF (5 mL), morpholine (0.31 mL, 3.46 mmol) and NaCNBH3 (132 mg, 2.08 mmol) were added in turn. The reaction mixture was heated at 63° C. for 12 hours. The solvent was removed and the residue was extracted with ethyl acetate, washed with water and brine and dried (MgSO4). The volatiles were evaporated and the residue was purified by preparative HPLC to yield 130 mg (21%) of 2-(4-isopropylpiperazin-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-c7eef08a63294194acb0ffe668ac5bec
Source noteuspto-grants-2014_07