HuagongsheHuagongshe Chemistry Print Report · For research reference only
Citric Acid → methyl 4-[(1S)-1-({[1-(biphenyl-4-ylmethyl)-1H-indol-7-yl]carbonyl}amino)ethyl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | (S)-Methyl 4-(1-aminoethyl)benzoate hydrochloride | HCID 57462942 | — |
| Reactant | 1-(biphenyl-4-ylmethyl)-1H-indole-7-carboxylic acid | HCID 58306904 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl 4-[(1S)-1-({[1-(biphenyl-4-ylmethyl)-1H-indol-7-yl]carbonyl}amino)ethyl]benzoate | HCID 58306872 | — |
Reaction Steps
To 1-(biphenyl-4-ylmethyl)-1H-indole-7-carboxylic acid (0.20 g), methyl 4-[(1S)-1-aminoethyl]benzoate hydrochloride, and HATU was added DMF (4.0 mL), followed by adding diisopropylethylamine (0.26 mL) under ice-cooling and then stirring at room temperature for 22 hours. Again, the mixture was ice-cooled, a 10% aqueous citric acid solution (4.0 mL) was added thereto, and the precipitated solid was collected by filtration, washed with water, and dried at 60° C. under reduced pressure to obtain methyl 4-[(1S)-1-({[1-(biphenyl-4-ylmethyl)-1H-indol-7-yl]carbonyl}amino)ethyl]benzoate (0.30 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598355B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-e3c921bd0eff45f58c46cd40af523623 |
| Source note | uspto-grants-2013_12 |