2-Pyridinecarboxaldehyde → HCID 67986523, compound

HRID 1804610Notes

Reaction equation

HRID 1804610 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=O.[N:9]1([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.[NH:22]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[N:24]=[N:23]1>C1C=CC=CC=1>[N:22]1([CH:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[N:12]2[CH2:13][CH2:14][N:9]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10][CH2:11]2)[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[N:24]=[N:23]1

Participants

5

Reactant 3

HCID 142732-PyridinecarboxaldehydeHCID 143452tert-Butyl piperazine-1-carboxylateHCID 178418385HCID 178418385, compound

Product 1

HCID 67986523HCID 67986523, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a stirred solution of 1.50 mL (15.7 mmol) of pyridine-2-carbaldehyde in 70 mL of benzene under an atmosphere of nitrogen was added 2.92 g (15.7 mmol) of tert-butyl 1-piperazine-carboxylate followed by 1.87 g (15.7 mmol) of 1H-benzotriazole. The reaction mixture was heated to reflux for 3 h employing a Dean-Stark® Trap. The resulting mixture was cooled to ambient temperature and all volatiles were removed in vacuo to afford the title compound (i-78).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 3 h
  3. customall volatiles were removed in vacuo

Sources & evidence

ORD record
ord-0e74971d7fe64fde8626ef2e8a1b7f43
Source dataset
uspto-grants-2013_01
Patent number
US08354403B2

Reaction notes

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