Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | HCID 178521860 | HCID 178521860 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59174911 | HCID 59174911 | — |
Reaction Steps
To N-(2-mercapto-6-(1-phenylcyclopropyl)pyridin-3-yl)-1H-indole-5-carboxamide (360 mg, 0.934 mmol) was added toluene (9.3 mL) and camphor sulfonic acid (195 mg, 0.841 mmol) before it was heated to 100° C. for 16 h. The reaction mixture was diluted with 100 mL of DCM, added to a separatory funnel, partitioned with sodium bicarbonate (saturated, aqueous), washed 1 time with 50 mL of sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, and concentrated via rotovap to give the title compound after after flash chromatography. MS (ESI) m/z: Calculated: 367.1; Observed: 368.1 (M++H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07842685B2 |
|---|
| Source dataset | uspto-grants-2010_11 |
|---|
| ORD ID | ord-fbd4a1d10eb8414ba1c0836d0cfbb59a |
|---|
| Source note | uspto-grants-2010_11 |
|---|
