Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 3,5-Difluoro-4-(morpholin-4-yl)aniline | HCID 21878168 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 22385625 | HCID 22385625 | 96% |
Reaction Steps
Sodium nitrite (0.91 g, 13.3 mmol) was added to an ice-cooled solution of 3,5-difluoro-4-morpholin-4-yl-phenylamine (0.95 g, 4.4 mmol), obtained in Preparation 6, in 6N HCl (30 mL) and the resulting yellow solution was stirred at 0° C. for 2 h. To this mixture was added an aqueous solution containing sodium azide (0.575 g, 8.86 mmol) and sodium acetate (57.5 g, 88.6 mmol). The reaction mixture was then extracted with ethyl acetate (50 mL×2) and the combined extracts were washed with 5% sodium bicarbonate solution followed by brine and dried over sodium sulfate. Evaporation of volatiles yielded the title compound as brown solid (1 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07202254B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-09f17fcbdc694f5ab68d1b666c7bca83 |
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| Source note | uspto-grants-2007_04 |
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