Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 59848833 | HCID 59848833 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 25073121 | HCID 25073121 | 67% |
Reaction Steps
tert-Butyl 7-hydroxy-6-methyl-1-(phenylsulfonyl)-1,3,4,6-tetrahydro-5H-azepino[5,4,3-cd]indole-5-carboxylate, Intermediate 15 (16 mg, 0.036 mmol), acetone (5 mL), K2CO3 (50 mg, 0.36 mmol) and EtI (34 mg, 0.22 mmol) were added into a 16 mm test tube with screw cap and the suspension was stirred at 62° C. over night. The solvent from the filtered mixture was evaporated at reduced pressure and the residue was dissolved in DCM/TFA 50/50 (1 mL) and left in room temperature for two hours. The solvent was evaporated at reduced pressure and the crude was purified by preparative HPLC (Xterra C18, 10 mM NH4CO3 (pH 10)-CH3CN) to give 9.0 mg (67%) of the title compound as a brown oil. MS m/z 371 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138333B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-935dd2579de54f1793f54b82cfd334aa |
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| Source note | uspto-grants-2012_03 |
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