Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | trans-2,6-Dimethylmorpholine | HCID 11137133 | — |
| Reactant | 3,4-Difluoro-5-formylbenzonitrile | HCID 23070228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86713532 | HCID 86713532 | 103.5% |
Reaction Steps
(2R,6R)-2,6-dimethylmorpholine (8.0 g, 70.0 mmol) followed by triethylamine (13.7 mL, 98.0 mmol) is added slowly to a solution of commercially available 3,4-difluoro-5-formylbenzonitrile (11.1 g, 66.7 mmol) in acetonitrile (500 mL) at room temperature. The mixture is warmed to 80° C. for 16 hours. After allowing to cool to room temperature, water (500 mL) is added and the mixture extracted twice with ethylacetate (250 mL). The combined organics were washed with brine, dried over sodium sulfate, filtered and evaporated to give the title compound (18.1 g): LCMS (M+H) 262.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952149B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-dd18e556e3654a27a935d9df282859e7 |
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| Source note | uspto-grants-2015_02 |
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