HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium methanesulfonate → {5-Chloro-2-[(R)-4-(2-methanesulfonyl-ethyl)-4,5-dihydro-thiazol-2-yl]-1H-indol-7-yl}-cyclopentyl-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium methanesulfonate | HCID 638112 | — |
| Reactant | 2-[(R)-2-(5-chloro-7-cyclopentylamino-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]-ethanol | HCID 25196146 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {5-Chloro-2-[(R)-4-(2-methanesulfonyl-ethyl)-4,5-dihydro-thiazol-2-yl]-1H-indol-7-yl}-cyclopentyl-amine | HCID 59543076 | 45% |
Reaction Steps
2-[(R)-2-(5-chloro-7-cyclopentylamino-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]-ethanol (50 mg, 0.11 mmol) prepared in Example 5 was dissolved in N,N-dimethylformamide (2 mL). Sodium methanesulfonate (54 mg, 0.55 mmol) was added thereto, and the mixture was stirred for 8 h at room temperature. The reaction was quenched by water. 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 (19 mg, Yield 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889691B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-8c995c9695e3470896525c106f7a3352 |
| Source note | uspto-grants-2014_11 |