Diisopropyl Ether → HCID 21904559, compound

HRID 1247844Notes

Reaction equation

HRID 1247844 reaction equation
[F:1][CH2:2][CH2:3][N:4]1[C:8]([NH2:9])=[CH:7][CH:6]=[N:5]1.[N:10](OCCC(C)C)=[O:11].C(OC(C)C)(C)C.CCCCCC>C(O)C.Cl>[F:1][CH2:2][CH2:3][N:4]1[C:8]([NH2:9])=[C:7]([N:10]=[O:11])[CH:6]=[N:5]1

Participants

7

Reactant 4

HCID 7914Diisopropyl EtherHCID 8053Isoamyl NitriteHCID 8058HexaneHCID 219045531H-Pyrazol-5-amine,1-(2-fluoroethyl)-(9CI)

Product 1

HCID 21904559HCID 21904559, compoundYield 32.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1-(2-fluoroethyl)-1H-pyrazol-5-amine (12 g) in ethanol (30 ml) were added concentrated hydrochloric acid (70 mg) and isoamyl nitrite (10.9 g). The reaction mixture was stirred at 25–38° C. for 2 hours. Diisopropyl ether and hexane were added to the reaction mixture, and the resulting oil was purified by column chromatography on silica gel (ethyl acetate:hexane=1:2→1:1→2:1→1:0) to give-1-(2-fluoroethyl)-4-nitroso-1H-pyrazol-5-amine (4.8 g).

Workup

  1. customthe resulting oil was purified by column chromatography on silica gel (ethyl acetate:hexane=1:2→1:1→2:1→1:0)

Sources & evidence

ORD record
ord-fbe02c8ba7854209942fbdce6ecabe21
Source dataset
uspto-grants-2006_10
Patent number
US07129232B2

Reaction notes

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