Acetonitrile → HCID 24698543, compound

HRID 717068Notes

Reaction equation

HRID 717068 reaction equation
Cl[C:2]1[N:7]=[C:6](C#N)[CH:5]=[CH:4][CH:3]=1.[C:10]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)(=[O:12])[CH3:11].[C:19](#[N:21])C>>[C:10]([N:13]1[CH2:18][CH2:17][N:16]([C:2]2[CH:3]=[CH:4][C:5]([C:19]#[N:21])=[CH:6][N:7]=2)[CH2:15][CH2:14]1)(=[O:12])[CH3:11]

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 837951-AcetylpiperazineHCID 1184246-Chloropyridine-2-carbonitrile

Product 1

HCID 24698543HCID 24698543, compound

Procedure

6-Chloropyridine-2-carbonitrile (104 mg, 0.75 mmol) and 1-acetylpiperazine (384 mg, 0.75 mmol) in acetonitrile (2.5 mL) were stirred and irradiated using a microwave reactor (300 W, 150° C., 60 min). The reaction mixture was concentrated in vacuo and purified by silica gel column chromatography, eluting with CH2Cl2 and increasing the polarity to 10% MeOH/CH2Cl2 to afford 6-(4-acetyl-piperazin-1-yl)-nicotinonitrile as an off-white solid (172 mg, quant.).

Workup

  1. customirradiated
  2. custom(300 W, 150° C., 60 min)
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. custompurified by silica gel column chromatography
  5. washeluting with CH2Cl2
  6. temperatureincreasing the polarity to 10% MeOH/CH2Cl2

Sources & evidence

ORD record
ord-bfcd22d4341047aa85a3cb1444c7cbc3
Source dataset
uspto-grants-2015_11
Patent number
US09193689B2

Reaction notes

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