HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentanone → Cyclopentyl-[2-(4,5-dihydro-1,3-thiazol-2-yl)-1H-indol-7-yl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indole-7-amine | HCID 57901777 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | Cyclopentyl-[2-(4,5-dihydro-1,3-thiazol-2-yl)-1H-indol-7-yl]-amine | HCID 44189667 | 34% |
Reaction Steps
[2-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indol-7-yl]-amine (15 mg, 0.07 mmol) prepared in Step A was dissolved in 1,2-dichloroethane (10 mL). Cyclopentanone (12 mg, 0.14 mmol) and sodium triacetoxyborohydride (29 mg, 0.14 mmol) were added thereto, and the mixture was stirred for 3 h at room temperature. The reaction was quenched by water, and the reaction mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (6.7 mg, Yield 34%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569307B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-43bb59fa4ea7488a98e61e622db2e64d |
| Source note | uspto-grants-2013_10 |