1-Methylpiperazine → HCID 11525759, compound

HRID 550479Notes

Reaction equation

Cl[CH2:2][CH2:3][O:4][C:5]1[C:13]2[C:8](=[N:9][CH:10]=[N:11][C:12]=2[NH:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=3)=[C:17]([CH3:29])[CH:16]=2)[NH:7][N:6]=1.[CH3:30][N:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>>[CH3:30][N:31]1[CH2:36][CH2:35][N:34]([CH2:2][CH2:3][O:4][C:5]2[C:13]3[C:8](=[N:9][CH:10]=[N:11][C:12]=3[NH:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=4)=[C:17]([CH3:29])[CH:16]=3)[NH:7][N:6]=2)[CH2:33][CH2:32]1

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 11640177HCID 11640177, compound

Product 1

HCID 11525759HCID 11525759, compoundYield 28%

Procedure

The procedure described in Example 23 was repeated using 3-(2-chloroethoxy)-N-[3-methyl-4-(pyridin-2-ylmethoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine and N-methylpiperazine to give the title compound in 28% yield; NMR Spectrum: 2.11 (s, 3H), 2.24 (s, 7H), 2.51 (hidden by DMSO, 4H), 2.77 (t, 2H), 4.41 (t, 2H), 5.21 (s, 2H), 6.99 (d, 1H), 7.35 (t, 1H), 7.44 (s+d, 2H), 7.54 (d, 1H), 7.84 (t, 1H), 8.21 (s, 1H), 8.24 (s, 1H), 8.59 (d, 1H); Mass Spectrum: 475 (MH+).

Sources & evidence

ORD record: ord-f06ec0bb51d74d8ba5ea6ee3cc96887b
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947676B2

Reaction notes

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