HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-(1H-Imidazol-2-ylmethyl)-1-(phenylsulfonyl)-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinoline bis(trifluoroacetate)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1H-imidazole-2-carbaldehyde | HCID 24955 | — |
| Reactant | 1-(Phenylsulfonyl)-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinoline | HCID 25072182 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(1H-Imidazol-2-ylmethyl)-1-(phenylsulfonyl)-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinoline bis(trifluoroacetate) | HCID 86624982 | — |
Reaction Steps
The experimental for Example 2 was followed using 1H-imidazole-2-carbaldehyde (16 mg, 0.18 mmol), AcOH (46 μL, 0.81 mmol), Na(OAc)3BH3 (51 mg, 0.24 mmol) and 1-(phenylsulfonyl)-1,3,4,5-tetrahydropyrrolo[4,3,2-de]isoquinoline, Example 1 (27 mg, 0.08 mmol) in dry THF (4 mL). Preparative HPLC (YMC column 150×30 mm, 32-62% MeCN, 0.1% TFA). This gave 1.7 mg of the title compound, as a brown gum. MS m/z 379 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08138333B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-b31472ff9fd04b2ba3fe732edaa36992 |
| Source note | uspto-grants-2012_03 |