Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Fluoroaniline | HCID 9731 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-Benzyl-2-chloroacetamide | HCID 96233 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22257872 | HCID 22257872 | — |
Reaction Steps
A mixture of N-benzyl-2-chloroacetamide (8.3 g—obtained as described for intermediate 1), DIPEA (9.31 mL) and 4-fluoro-aniline (4.28 mL) in anhydrous DMF (60 mL) was stirred at 100° C. for 24 hours under a Nitrogen atmosphere and then left at r.t. for two days. The solution was poured into water (100 mL) and extracted with AcOEt (2×200 mL). The combined organic extracts were washed with brine (100 mL), dried and concentrated in vacuo. The residue was purified by flash chromatography (CH/AcOEt 7:3) to give the title compound (7.73 g) as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07214680B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-7cee7df30e6d4a8a83fab13a530c455a |
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| Source note | uspto-grants-2007_05 |
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