Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 9930568 | HCID 9930568 | — |
| Reactant | Tri(butyl)vinylstannane | HCID 21115800 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ammonia | HCID 222 | 5% |
| Product | 1-Benzoyl-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-5-vinylindole | HCID 23288110 | — |
Reaction Steps
Tributylvinylstannane was added to a solution of 1-benzoyl-5-bromo-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)indole (Example 6g) in DMF and the reaction mixture was heated to 100° C. overnight. The mixture was partitioned between ethyl acetate and water, sequentially washed with water and brine, and dried over sodium carbonate. Flash chromatography (silica gel, 5% 2M methanolic ammonia in dichloromethane) yielded 1-benzoyl-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-5-vinylindole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06133287 |
|---|
| Source dataset | uspto-grants-2000_10 |
|---|
| ORD ID | ord-6647f084409d4fdaa4a36b1138fb3644 |
|---|
| Source note | uspto-grants-2000_10 |
|---|
