HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 24815415, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 5-chloro-1H-indole-7-carboxylic acid | HCID 66868563 | — |
| Reactant | HCID 67017771 | HCID 67017771 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 24815415 | HCID 24815415 | 79% |
Reaction Steps
To a solution of 72 mg (0.37 mmol) of 5-chloro-1H-indole-7-carboxylic acid and 118 mg (0.37 mmol) of benzofuran-2-ylmethyl-[2-(3,4-dichloro-phenyl)-ethyl]-amine in DMF (5 ml) were added 131 mg (0.41 mmol) of TBTU and 126 μl (0.74 mmol) of N,N-diisopropylethyl amine and the mixture was stirred over night at RT. Then the reaction mixture was diluted with ethyl acetate and washed with water, brine, sat. NaHCO3 solution, 1N HCl and again with brine. The organic layer was then dried (MgSO4) and concentrated. The remaining residue was purified by column chromatography (silica gel; ethyl acetate/cyclohexane 9:1) to yield the title compound as a yellow oil (145 mg, 79%). MS (ISP) 497.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07674815B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-3c3f5500b11d40118f6d3e1c13ee681c |
| Source note | uspto-grants-2010_03 |