Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 59588785 | HCID 59588785 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23728823 | HCID 23728823 | 32.4% |
Reaction Steps
To a solution of 2-(4-isopropylpiperazin-1-yl)benzothiazole-6-carboxaldehyde (0.7 g, 2.42 mmol) and AcOH (291 mg, 4.84 mmol) in THF, dimethylamine hydrochloride (397 mg, 4.84 mmol) and NaCNBH3 (245 mg, 3.88 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 250 mg (32%) of [2-(4-iso-propylpiperazin-1-yl)benzothiazol-6-ylmethyl]dimethylamine as a trifluoroacetate salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394842B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-797ff9f283a84bf2bc9b434731bc045f |
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| Source note | uspto-grants-2013_03 |
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