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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1944669Generated: October 31, 2026

Acetic Acid → HCID 16747642, compound

https://huagongshe.com/reaction/1944669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPyrrolidineHCID 31268—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 59588794HCID 59588794—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 16747642HCID 1674764254.6%

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 pyrrolidine (242 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 mixture was concentrated under reduced pressure and dichloromethane (15 mL) was added. 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 318 mg (27%) of 2-(4-cyclopropylpiperazin-1-yl)-6-(pyrrolidin-1-ylmethyl)-benzothiazole as a trifluoroacetate salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394842B2
Source datasetuspto-grants-2013_03
ORD IDord-7920a9a93e8b4fbf9622c711f92edfcd
Source noteuspto-grants-2013_03