HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 18629228, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | 7-Bromo-5-methoxyindoline | HCID 18452818 | — |
| Reactant | 4-chloro-1-[1-ethylpropyl]-6-methyl-1H-1,2,3-triazolo(4,5-c]pyridine | HCID 18629255 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18629228 | HCID 18629228 | 74.6% |
Reaction Steps
Part E: To 7-bromo-5-methoxyindoline (382 mg) and 4-chloro-1-[1-ethylpropyl]-6-methyl-1H-1,2,3-triazolo[4,5-c]pyridine (400 mg) in THF (2.0 mL) was added sodium bis(trimethylsilyl)amide (1.0 M in THF, 15 mL) at 0° C. The reaction was warmed to ambient temperature and stirred for 1 hour. Ethyl acetate (150 mL) was added and washed with water and brine. The organics were dried over MgSO4 and concentrated. The crude product was chromatographed on silica gel using ethyl acetate/hexane (1:4) as eluent to give 4-(7-bromo-5-methoxy-2,3-dihydro-1H-indol-1-yl)-1-[1-ethylpropyl)-6-methyl-1H-1,2,3-triazolo[4,5-c]pyridine (538 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06525056B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-5151ce6fdbe24094a698c7b50c12e690 |
| Source note | uspto-grants-2003_02 |