Triethylamine → HCID 22722139, compound

HRID 1581696Notes

Reaction equation

HRID 1581696 reaction equation
[NH2:1][NH2:2].C(N(CC)CC)C.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2([C:21](F)=[O:22])[CH2:20][CH2:19][CH2:18]2)=[CH:13][CH:12]=1>C(#N)C>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2([C:21]([NH:1][NH2:2])=[O:22])[CH2:20][CH2:19][CH2:18]2)=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 9321HydrazineHCID 22722138HCID 22722138, compound

Product 1

HCID 22722139HCID 22722139, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent3×

Conditions

Temperature
0 °C

Procedure

Anhydrous hydrazine (2.02 mL, 1.4 eq) was dissolved in acetonitrile (100 μL) and cooled to 0° C. Triethylamine (12.8 mL, 2.0 eq.) was added followed by 1-(4-chlorophenyl)cyclobutanecarbonyl fluoride (10 g, 1.0 eq) in acetonitrile (25 mL). After stirring at room temperature for one hour the acetonitrile was removed by evaporation. Product was obtained after silica gel chromatography.

Workup

  1. customwas removed by evaporation
  2. customProduct was obtained after silica gel chromatography

Sources & evidence

ORD record
ord-130eda7459604f2b9bb0d3ca5e45a86f
Source dataset
uspto-grants-2004_05
Patent number
US06730690B2

Reaction notes

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