1-Isopropylpiperazine → HCID 178456331, compound

HRID 252965Notes

Reaction equation

HRID 252965 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[CH:3]=1.[CH:22]([N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)([CH3:24])[CH3:23]>>[CH:22]([N:25]1[CH2:30][CH2:29][N:28]([C:2]2[CH:11]=[CH:10][C:9]3[NH:8][CH:7]=[C:6]4[C:12](=[O:21])[N:13]([C:15]5[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=5)[N:14]=[C:5]4[C:4]=3[CH:3]=2)[CH2:27][CH2:26]1)([CH3:24])[CH3:23]

Participants

3

Reactant 2

HCID 780131-IsopropylpiperazineHCID 178515196HCID 178515196, compound

Product 1

HCID 178456331HCID 178456331, compoundYield 84%

Procedure

23a was stirred with excess of N-isopropylpiperazine at 175° C. for 72 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): 1.01 (6H, d, J=6.03 Hz), 2.63 (4H, br), 2.70 (1H, m), 3.22 (4H, br), 7.13 (2H, brt, J=7.32 Hz), 7.42 (3H, m), 7.58 (1H, d, J=9.32 Hz), 8.23 (2H, d, J=8.54 Hz), 8.54 (1H, s). m/z 388.5 (MH+).

Workup

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

Sources & evidence

ORD record
ord-47ca0ff18b6e4286af546475b3077528
Source dataset
uspto-grants-2011_01
Patent number
US07872002B2

Reaction notes

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