Propylamine → HCID 58962941, compound

HRID 1432069Notes

Reaction equation

HRID 1432069 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1F)[C:5]#[N:6].[CH2:11]([NH2:14])[CH2:12][CH3:13]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH:14][CH2:11][CH2:12][CH3:13])[C:5]#[N:6]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 1455253-Chloro-4-fluorobenzonitrile

Product 1

HCID 58962941HCID 58962941, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Step AR1. A mixture of 3-chloro-4-florobenzonitrile (312 mg, 2 mmol) and propylamine (236 mg, 4 mmol) in THF (4 mL) was heated at 50° C. overnight. After the solvent was removed, the residue was purified by flash chromatography with DCM to give 3-chloro-4-(propylamino)benzonitrile (365 mg, 94%).

Workup

  1. customAfter the solvent was removed
  2. customthe residue was purified by flash chromatography with DCM

Sources & evidence

ORD record
ord-72e3d3eaaa474ae78b043904eceae988
Source dataset
uspto-grants-2009_11
Patent number
US07612069B2

Reaction notes

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