Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | HCID 9925711 | HCID 9925711 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18324821 | HCID 18324821 | — |
Reaction Steps
Under cooling the hydrobromide salt of Example 12, Step B (6.82 g) was mixed with isobutylamine (5.85 g). The mixture was warmed to 85° C. under nitrogen until homogeneous and then refluxed for 2.5 hours. After cooling, it was diluted with water and the basic solution extracted with dichloromethane. The extracts were washed with 20% aqueous sodium chloride, dried over anhydrous potassium carbonate and evaporated to a brown oil which was flash chromatographed (on Merck-60 flash silica gel). The less polar impurities were eluted with 1:1 hexane- EtOAc and the desired material with 95:5:0.1 dichloromethane-methanol-ammonium hydroxide. The low melting material (3.82 g, 75%) was used as such in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06340687B1 |
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| Source dataset | uspto-grants-2002_01 |
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| ORD ID | ord-a607ca673d794e0c811f97db384a2a01 |
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| Source note | uspto-grants-2002_01 |
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