4-(4-Methylpiperazin-1-yl)aniline → HCID 54396556, compound

HRID 1783559Notes

Reaction equation

[N:1]1([C:6]2[N:11]=[C:10]3[N:12]([CH:27]([CH3:29])[CH3:28])[C:13](=[O:26])[N:14]([CH2:17][C:18]4[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=4)[C:15](=[O:16])[C:9]3=[CH:8][N:7]=2)C=CN=C1.N[C:31]1[CH:36]=[CH:35][C:34]([N:37]2[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]2)=[CH:33][CH:32]=1>C(Cl)(Cl)Cl>[CH:27]([N:12]1[C:10]2=[N:11][C:6]([NH:1][C:31]3[CH:32]=[CH:33][C:34]([N:37]4[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]4)=[CH:35][CH:36]=3)=[N:7][CH:8]=[C:9]2[C:15](=[O:16])[N:14]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)[C:13]1=[O:26])([CH3:29])[CH3:28]

Participants

Conditions

Temperature: 180 °C

Procedure

A mixture of 700 mg (1.78 mmol) of 7-(imidazol-1-yl)-1-isopropyl-3-(4-methoxybenzyl)-1H-pyrimido[4,5-d]pyrimidine-2,4-dione and 1.02 g (5.35 mmol) of 1-(4-aminophenyl)-4-methylpiperazine is heated at 180° C. for 2 hours. The reaction mixture is cooled, dissolved into chloroform, and chromatographed on silica eluting with 5:95 methanol/chloroform. The resulting material is crystallized from methanol/water to give 530 mg (58%) of the title compound: mp 215-216° C.

Workup

temperatureThe reaction mixture is cooled
customchromatographed on silica eluting with 5:95 methanol/chloroform
customThe resulting material is crystallized from methanol/water

Sources & evidence

ORD record: ord-b96d09cd187441369c1609548b040540
Source dataset: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07501425B1

Reaction notes

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