HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalic acid dihydrate → Oxalic acid--3-{7-cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propyl benzoate (1/1)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalic acid dihydrate | HCID 61373 | — |
| Reactant | 1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile | HCID 53240615 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Oxalic acid--3-{7-cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propyl benzoate (1/1) | HCID 66713997 | — |
Reaction Steps
Isopropyl alcohol (50 mL) and oxalic acid dihydrate (1.20 g) were added to 3-{7-cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propyl benzoate (6.40 g) which was obtained in the Example 1, and the mixture was dissolved by heating. After seeding of the title compound, the mixture was stood overnight. The precipitated crystals were collected by filtration and washed with a small amount of cooled isopropyl alcohol and dried under vacuum to give 3-{7-cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propyl benzoate mono oxalate (5.43 g). At this time, the content of by-product (C-a) in the obtained product was 0.9%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834193B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-0dd83e6d13714d3f97e859e4800988c1 |
| Source note | uspto-grants-2010_11 |