HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrolidine → HCID 23728896, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | HCID 59588797 | HCID 59588797 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23728896 | HCID 23728896 | 78.1% |
Reaction Steps
A solution of 2-(4-isopropylpiperazin-1-yl)benzothiazole-5-carboxylic acid (530 mg, 1.75 mmol), pyrrolidine (149 mg, 2.10 mmol) and DIEA in THF (7.3 mL) was stirred for 30 min at rt. Then PyBOP was added and the reaction mixture was stirred at rt overnight. The mixture was concentrated and the residue was neutralized with an aqueous solution of Na2CO3 to pH 7. Then the mixture was extracted with dichloromethane (3×10 mL). The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated. The residue was purified with preparative HPLC to give 490 mg (78%) of (2-(4-isopropylpiperazin-1-yl)benzothiazol-5-yl)(pyrrolidin-1-yl)methanone as a trifluoroacetate salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772285B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-0c531380827b4e2f8d241c0384be4cfc |
| Source note | uspto-grants-2014_07 |