HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 3-[1-({2-[(4-hydroxycyclohexyl)amino]ethyl}sulfonyl)-4-piperidinyl]-5-(3-thienyl)-1H-indole-7-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Aminocyclohexanol | HCID 81293 | — |
| Reactant | Sulfamide | HCID 82267 | — |
| Reactant | 3-{1-[(2-chloroethyl)sulfonyl]-4-piperidinyl}-5-(3-thienyl)-1H-indole-7-carboxamide | HCID 68793101 | — |
| Product | 3-[1-({2-[(4-hydroxycyclohexyl)amino]ethyl}sulfonyl)-4-piperidinyl]-5-(3-thienyl)-1H-indole-7-carboxamide | HCID 11570042 | 7.7% |
Reaction Steps
Following the general procedure for aminosulfonamide formation outlined in example 2, 3-{1-[(2-chloroethyl)sulfonyl]-4-piperidinyl}-5-(3-thienyl)-1H-indole-7-carboxamide (0.09 mmol) and 4-aminocyclohexanol (33.4 mg, 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 (3.6 mg, 7.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858796B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-fedeb598be3c4eb0b2dc1bd59e50af00 |
| Source note | uspto-grants-2010_12 |