Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619243Generated: October 31, 2026

Acetic Acid → HCID 16747642, compound

https://huagongshe.com/reaction/1619243

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 numberUS08772285B2
Source datasetuspto-grants-2014_07
ORD IDord-80ccf755810840ad9811b17f4b55f99b
Source noteuspto-grants-2014_07