Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86761215 | HCID 86761215 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86761214 | HCID 86761214 | 79.4% |
Reaction Steps
To a solution of racemic (6′R, 3R, 8′S)-2′-(2-acetoxyethyl)-6-chloro-8′-(3-chlorophenyl)-6′-(1-methylene-propyl)-6′,7′,8′,9′-tetrahydro spiro[3H-indole-3,7′-(2H-pyrido[2,1-c][1,2,4]triazine)]-2,3′(1H)-dione (0.3 g, 0.54 mmol) prepared in example 7b in tetrahydrofuran (25 mL) and methanol (15 mL) was added sodium hydroxide aqueous solution (1N, 10 mL). the reaction mixture was stirred at room temperature for 2 h, then neutralized to “pH” 7 by aqueous HCl. The mixture was then extracted with ethyl acetate. The organic layer was separated, died over MgSO4, concentrated, and dried in vacuo to give racemic racemic (6′R, 3R, 8′S)-6-chloro-8′-(3-chlorophenyl)-2′-(2-hydroxyethyl)-6′-(1-methylene-propyl)-6′,7′,8′,9′-tetrahydro spiro[3H-indole-3,7′-(2H-pyrido[2,1-c][1,2,4]triazine)]-2,3′(1H)-dione as a white solid (0.22 g, 79%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07834179B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-a5971fac04484a25b78b977647ad893a |
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| Source note | uspto-grants-2010_11 |
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