Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Stannous chloride dihydrate | HCID 61436 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 71236766 | HCID 71236766 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 71236580 | HCID 71236580 | 82.8% |
Reaction Steps
To a solution of 5-(4-chloro-3-(trifluoromethyl)phenoxy)-2-nitropyridine (8 g, 25.1 mmol) in ethanol (100 mL) was added tin (II) chloride dihydrate (56.7 g, 251 mmol). The reaction mixture was stirred at 80° C. for 2 hr. and poured into 500 mL of H2O and adjusted to basic with 10% NaHCO3. Then, the reaction mixture was extracted with 500 mL of EtOAc. The organic layer was separated, and then dried over Na2SO4, and concentrated under reduced pressure to give 5-(4-chloro-3-(trifluoromethyl)-phenoxy)pyridin-2-amine (6 g, 72.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09273054B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-d5a0e33c1d6b465c81eda304001b592b |
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| Source note | uspto-grants-2016_03 |
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