Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1H-Pyrrolo(2,3-b)pyridine | HCID 9222 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178526243 | HCID 178526243 | — |
Reaction Steps
(Antonini, Ippolito; Claudi, Francesco; Cristalli, Gloria; Franchetti, Palmarisa; Grifantini, Mario; Martelli, Sante; J. Med. Chem. 1982, 25, 1258-1261.) 540 g (2.35 mol) of 3-chloroperbenzoic acid are dissolved in 6.11 l of dichloromethane, and the water that separates off is removed. The organic phase is dried over sodium sulfate and cooled to 0° C. A solution of 163 g (1.38 mol) of 1H-pyrrolo[2,3-b]pyridine (Hands, D.; Bishop, B.; Cameron, M.; Edwards, T. S.; Cottrell, I. F.; Wright, S. H. B.; Synthesis 1996, 877-882.) in 1.00 l of dichloromethane is then added, and the temperature is allowed to rise to room temperature. After 2 hours, methanol is added in such an amount that the precipitate formed redissolves. The mixture is filtered through silica gel (mobile phase:dichloromethane/methanol 95:5) and the product fractions are, after concentration, dried under high vacuum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07723347B2 |
|---|
| Source dataset | uspto-grants-2010_05 |
|---|
| ORD ID | ord-1a8999604a5548a8ad9e206e7aea512b |
|---|
| Source note | uspto-grants-2010_05 |
|---|