HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentylamine → 3-(1-{[2-(cyclopentylamino)ethyl]sulfonyl}-4-piperidinyl)-5-(2-thienyl)-1H-indole-7-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentylamine | HCID 2906 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sulfamide | HCID 82267 | — |
| Reactant | 3-{1-[(2-chloroethyl)sulfonyl]-4-piperidinyl}-5-(2-thienyl)-1H-indole-7-carboxamide | HCID 68794063 | — |
| Product | 3-(1-{[2-(cyclopentylamino)ethyl]sulfonyl}-4-piperidinyl)-5-(2-thienyl)-1H-indole-7-carboxamide | HCID 11569605 | 39% |
Reaction Steps
Following the general procedure for aminosulfonamide formation outlined in example 2, 3-{1-[(2-chloroethyl)sulfonyl]-4-piperidinyl}-5-(2-thienyl)-1H-indole-7-carboxamide (0.09 mmol) and cyclopentanamine (0.04 mL, 0.45 mmol) were allowed to react in the presence of K2CO3 (44 mg, 0.45 mmol) and NaI (Cat. 5 mg). The resulting residue was purified by reverse phase HPLC eluting with 10% B to 80% B, where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid) to give the title compound (14 mg, 39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858796B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-0d87731c9161468eaa32c990a5670a0b |
| Source note | uspto-grants-2010_12 |