Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 5-Fluoro-2-nitroaniline | HCID 75399 | — |
| Reactant | N,N-Dimethyl-1-((2S,5R)-5-methylmorpholin-2-yl)methanamine | HCID 45088570 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59857285 | HCID 59857285 | — |
Reaction Steps
A mixture of 5-fluoro-2-nitroaniline (1.1 equivalents), [((2S,5R)-5-methylmorpholin-2-yl)methyl]dimethylamine (1 equivalent), triethylamine (3 equivalents), and NMP was heated at 140° C. for 48 hours in a sealed high pressure vessel. The reaction mixture was cooled to 25° C. and dissolved in CH2Cl2. The solution was washed with water (2×) and dried (Na2SO4). Purification via chromatography on silicagel (10% MeOH in dichloromethane), afforded the desired product as a dark yellow foam. LC/MS m/z 295.2 (MH+) Rt 1.86 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07470709B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-2a562528cd48443c9d94aad63d3b3d50 |
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| Source note | uspto-grants-2008_12 |
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