Isoamyl Nitrite → HCID 86682571, compound
Reaction equation
[F:1][B-:2]([F:5])([F:4])[F:3].[H+].[Cl:7][C:8]1[CH:9]=[C:10]([NH2:24])[CH:11]=[N:12][C:13]=1[O:14][CH:15]([C:20]([F:23])([F:22])[F:21])[C:16]([F:19])([F:18])[F:17].[N:25](OCCC(C)C)=O>C(O)C>[F:1][B-:2]([F:5])([F:4])[F:3].[Cl:7][C:8]1[CH:9]=[C:10]([N+:24]#[N:25])[CH:11]=[N:12][C:13]=1[O:14][CH:15]([C:16]([F:19])([F:18])[F:17])[C:20]([F:21])([F:22])[F:23]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -5 °C
Procedure
An aqueous solution of tetrafluoroboric acid (48% weight, 1.86 mL, 14.2 mmol) was added to a solution of 5-chloro-6-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)pyridin-3-amine (Preparation 52, 2.0 g, 6.79 mmol) in ethanol (3 mL) at −5° C. Isopentyl nitrite (960 μL, 7.0 mmol) was added dropwise and the reaction mixture was stirred for 30 minutes at −5° C. The suspension was filtered and the solid was washed with cold ethanol and diethyl ether to afford the title compound as a pink solid (728 mg, 27%).
Workup
- filtrationThe suspension was filtered
- washthe solid was washed with cold ethanol and diethyl ether
Sources & evidence
- ORD record
- ord-f069ca081348413285307b08f85e41b2
- Source dataset
- uspto-grants-2015_08
- Patent number
- US09102621B2
Reaction notes
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