Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68699387 | HCID 68699387 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68701112 | HCID 68701112 | 8% |
Reaction Steps
To a solution of methyl 14-cyclohexyl-7-(dimethylamino)-5-methyl-5,6,7,8-tetrahydroindolo[1,2-e][1,5]benzodiazocine-11-carboxylate in MeOH (0.05 M), 40 eq 2N NaOH were added and the reaction stirred at 65° C. for 3 h. The reaction was acidified to pH 2 with HCl and the solvent was evaporated in vacuo. The crude was then purified by prep RP-HPLC (stationary phase: column Waters XTERRA prep. C18, 5 um, 19×150 mm. Mobile phase: acetonitrile/H2O buffered with 0.1% TFA). Fractions containing the pure compound were combined and freeze dried to afford the title compound as a brown powder in 8 % yield (over four steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07662809B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-59143661d48741f2a57cad87ce9db1b1 |
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| Source note | uspto-grants-2010_02 |
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