Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl N-(2-bromoethyl)carbamate | HCID 4103526 | — |
| Reactant | HCID 67096470 | HCID 67096470 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | AZD1305 | HCID 15605092 | 77.3% |
Reaction Steps
A suspension of intermediate 3-fluoro-4-[2-(9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl)-ethoxy]-benzonitrile hydrochloride (5 g, 0.0137 mol, from step (vii) above), and tert-butyl 2-bromoethylcarbamate (3.98 g, 0.0178 mol , see WO 01/28992) and potassium carbonate (7.57 g, 0.0548 mol) in dry acetonitrile (100 ml) was stirred at 60° C. overnight under nitrogen atmosphere. The reaction mixture was filtered through celite and filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica gel using 5% methanol in dichloromethane as eluent to give the sub-title compound (4.6 g) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07648985B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-e10cd0a3b1414ea2b6eb5b95d63a1f1a |
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| Source note | uspto-grants-2010_01 |
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