Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Tert-butyl 1,4-diazepane-1-carboxylate | HCID 2756058 | — |
| Reactant | HCID 18381539 | HCID 18381539 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 131723687 | HCID 131723687 | 118.7% |
Reaction Steps
Prepared according to the method described in Example 41b from 4-bromo-2-chloro-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.25 g, Example 41a), hexahydro-1H-1,4-diazepine-1-carboxylic acid, 1,1-dimethylethyl ester (0.182 g), cesium carbonate (0.347 g), (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (0.036 g), palladium (II) acetate (0.009 g) and anhydrous toluene (3 ml). The residue was purified by HPLC eluting with a gradient of 0-5% ethanol in dichloromethane. The product was dissolved in methanol and stirred at room temperature for 3 h in presence of 4N hydrochloric acid solution in dioxane (2 ml). The solution was concentrated under reduced pressure and triturated with diethyl ether to give the title compound as a white powder (0.17 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06492355B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-660007561a114c899f44591fc9fdc0aa |
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| Source note | uspto-grants-2002_12 |
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