Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Trimethylsilyl triflate | HCID 65367 | — |
| Reactant | 4-Bromobenzaldehyde | HCID 70741 | — |
| Reactant | HCID 11333276 | HCID 11333276 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11417583 | HCID 11417583 | 64.2% |
Reaction Steps
A solution of 6-methanesulfonyl-2-methyl-1 H-indole (112 mg), prepared as described in Example 1 Step 3, in 9 ml CH2Cl2 was treated with p-bromo-benzaldehyde (100 mg) and 0.2 ml TMS-OTf. After cooling to 0° C., 0.26 ml of Et3SiH was added. The solution was stirred for 30 minutes followed by partitioning between EtOAc and water. Purification by TLC (2:1 hexane/EtOAc) gave 130 mg of 3-(4-bromo-benzyl)-6-methanesulfonyl-2-methyl-1H-indole 201, MS: 379 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07410994B2 |
|---|
| Source dataset | uspto-grants-2008_08 |
|---|
| ORD ID | ord-cf502727903d455da194ed920fd9c9f7 |
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| Source note | uspto-grants-2008_08 |
|---|
