HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 131734966, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 89925499 | HCID 89925499 | — |
| Product | HCID 131734966 | HCID 131734966 | — |
Reaction Steps
To a solution of ethyl 1-(3-methoxypropyl)-1H-pyrrolo[3,2-c]pyridine-6-carboxylate (2.00 g) in dichloromethane (40 mL) was added N-bromosuccinimide (1.49 g) under ice-cooling, and the mixture was stirred at room temperature for 3 hours. To the reaction solution was added water, and the mixture was extracted with chloroform. The organic layer was washed with saturated saline, dried over sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by NH-silica gel column chromatography (eluent: n-hexane/ethyl acetate=9/1→4/1) to give ethyl 3-bromo-1-(3-methoxypropyl-1H-pyrrolo[3,2-c]pyridine-6-carboxylate [REx(105-3)] (2.12 g) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278944B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-96570c1f7b1e441599b54b641b4c6591 |
| Source note | uspto-grants-2016_03 |