HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (4-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-3-methylbutanoyl)-4-methylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Methylpiperazine | HCID 53167 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | 4-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-3-methylbutanoic acid | HCID 9867333 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (4-(1-(4-Bromobenzyl)-5-methoxy-2-methyl-1H-indol-3-yl)-3-methylbutanoyl)-4-methylpiperazine | HCID 19041728 | — |
Reaction Steps
To a solution of the acid from Example 7, Step 6 (300 mg) in DMF (4 mL) was added triethylamine (0.13 mL), diethyl cyanophosphonate (0.13 mL) and 1-methylpiperazine (0.08 mL) at r.t. After 4 h the reaction mixture was diluted with EtOAc and the organic phase was washed with HCl 1M, 5% aqueous NaHCO3 and brine, dried (MgSO4) and evaporated. Flash chromatography of the residue (silica gel; CH2Cl2 /MeOH, 95:5) afforded the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05639780 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-1b334975065b430cb5d670230529c4ef |
| Source note | uspto-grants-1997_06 |