Triethylamine → HCID 22722139, compound

HRID 349172Notes

Reaction equation

HRID 349172 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 mL) 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-d9369e039001426d98e1482b615e4c1e
Source dataset
uspto-grants-2007_02
Patent number
US07179802B2

Reaction notes

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