Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methoxyacetyl chloride | HCID 96623 | — |
| Reactant | 8-(3-Fluoro-benzyloxy)-1,3-dihydro-benzo[d]azepin-2-one | HCID 11254579 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 11291209 | HCID 11291209 | 24% |
Reaction Steps
In a dried flask under an inert atmosphere, 50 mg (0.18 mmol) of 8-(3-fluoro-benzyloxy)-1,3-dihydro-benzo[d]azepin-2-one were dissolved in 3 ml of dichloromethane, and the solution cooled to 0° C. Thereupon, 21 mg (0.21 mmol) triethylamine were added and stirring continued at 0° C. Finally, 18 μl (0.2 mmol) of methoxyacetic acid chloride were added. The reaction mixture was left to warm to RT and stirring continued for 18 h. For the working-up, the reaction mixture was evaporated under reduced pressure. For purification, the crude material obtained was directly transferred on a column and chromatographed on silica gel using a 99:1-mixture of dichloromethane and methanol as the eluent. There were obtained 15 mg (24% of theory) of 8-(3-fluoro-benzyloxy)-3-methoxyacetyl-1,3-dihydro-benzo[d]azepin-2-one as a white powder; MS: m/e=356 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07173023B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-edb1158dbccb428e94ba3eb9b7c7725b |
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| Source note | uspto-grants-2007_02 |
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