Piperidin-4-ol → HCID 11712609, compound

HRID 550454Notes

Reaction equation

HRID 550454 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][C:22]3[CH:23]=[N:24][C:25]([CH3:28])=[CH:26][CH:27]=3)=[C:17]([CH3:29])[CH:16]=2)[NH:7][N:6]=1.[OH:30][CH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>>[CH3:29][C:17]1[CH:16]=[C:15]([NH:14][C:12]2[N:11]=[CH:10][N:9]=[C:8]3[NH:7][N:6]=[C:5]([O:4][CH2:3][CH2:2][N:34]4[CH2:35][CH2:36][CH:31]([OH:30])[CH2:32][CH2:33]4)[C:13]=23)[CH:20]=[CH:19][C:18]=1[O:21][C:22]1[CH:23]=[N:24][C:25]([CH3:28])=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 79341Piperidin-4-olHCID 11611268HCID 11611268, compound

Product 1

HCID 11712609HCID 11712609, compoundYield 25%

Procedure

The procedure described in Example 23 was repeated using 3-(2-chloroethoxy)-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}-1H-pyrazolo[3,4-d]pyrimidin-4-amine and 4-hydroxypiperidine to give the title compound in 25% yield; NMR Spectrum: 1.35-1.39 (m, 2H), 1.67-1.69 (m, 2H), 2.15-2.19 (m, 2H), 2.19 (s, 3H), 2.43 (s, 3H), 2.77-2.82 (m, 4H), 3.39-3.42 (m, 1H), 4.42 (t, 2H), 4.53 (br s, 1H), 6.95 (d, 1H), 7.18-7.24 (m, 2H), 7.60-7.63 (m, 2H), 8.17 (s, 1H), 8.30 (s, 1H), 8.33 (s, 1H); Mass Spectrum: 476 (MH+).

Sources & evidence

ORD record
ord-94a88b6a1ec84abb966e11142a9df9ad
Source dataset
uspto-grants-2011_05
Patent number
US07947676B2

Reaction notes

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