Piperazine → HCID 178515211, compound

HRID 454834Notes

Reaction equation

HRID 454834 reaction equation
F[C:2]1[CH:11]=[CH:10][C:9]2[NH:8][CH:7]=[C:6]3[C:12](=[O:21])[N:13]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[N:14]=[C:5]3[C:4]=2[N:3]=1.[NH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>>[C:15]1([N:13]2[C:12](=[O:21])[C:6]3=[CH:7][NH:8][C:9]4[CH:10]=[CH:11][C:2]([N:22]5[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]5)=[N:3][C:4]=4[C:5]3=[N:14]2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 4837PiperazineHCID 178515199HCID 178515199, compound

Product 1

HCID 178515211HCID 178515211, compoundYield 84%

Procedure

Compound 5a was stirred with excess of piperazine at 175° C. for 24 hours. The precipitates were collected by filtration and washed with ethyl acetate and purified using column chromatography to obtain title compound in 84% yield. 1H-NMR (DMSO-d6) δ (ppm): 2.88 (4H, brm), 3.64 (4H, brm), 7.11 (2H, tt, J=7.42, 1.10 Hz), 7.23 (1H, d, J=9.34 Hz), 7.41 (2H, m), 7.84 (1H, d, J=9.06 Hz), 8.22, (2H, m), 8.51 (1H, s). m/z 347.4 (MH+).

Workup

  1. filtrationThe precipitates were collected by filtration
  2. washwashed with ethyl acetate
  3. custompurified

Sources & evidence

ORD record
ord-3479453ec03d4d07b96620c7f20cd597
Source dataset
uspto-grants-2013_07
Patent number
US08497262B2

Reaction notes

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