1-Acetylpiperazine → HCID 11685247, compound

HRID 550475Notes

Reaction equation

Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:14]2[C:9](=[N:10][CH:11]=[N:12][C:13]=2[NH:15][C:16]2[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=3)=[C:18]([Cl:30])[CH:17]=2)[NH:8][N:7]=1.[C:31]([N:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1)(=[O:33])[CH3:32]>>[C:31]([N:34]1[CH2:39][CH2:38][N:37]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[C:14]3[C:9](=[N:10][CH:11]=[N:12][C:13]=3[NH:15][C:16]3[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][N:25]=4)=[C:18]([Cl:30])[CH:17]=3)[NH:8][N:7]=2)[CH2:36][CH2:35]1)(=[O:33])[CH3:32]

Participants

Reactant 2

HCID 837951-Acetylpiperazine

HCID 11575912HCID 11575912, compound

Product 1

HCID 11685247HCID 11685247, compoundYield 14%

Procedure

The procedure described in Example 23 was repeated using 3-(3-chloropropoxy)-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine and N-acetylpiperazine to give the title compound in 14% yield; NMR Spectrum: 1.97 (s, 3H), 1.97-2.01 (m, 2H), 2.31 (t, 2H), 2.38 (t, 2H), 2.45 (t, 2H), 3.33-3.40 (m, 4H), 4.35 (t, 2H), 5.29 (s, 2H), 7.23 (d, 1H), 7.37 (t, 1H), 7.54-7.58 (m, 2H), 7.86-7.90 (m, 2H), 8.27 (s, 1H), 8.45 (br s, 1H), 8.60 (d, 1H); Mass Spectrum: 537 (MH+).

Sources & evidence

ORD record: ord-c74edaf8d4514524b007bcd0ad523455
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947676B2

Reaction notes

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