Morpholine → HCID 11576247, compound

HRID 550481Notes

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.[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]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:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)[C:13]=23)[CH:20]=[CH:19][C:18]=1[O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=1

Participants

Reactant 2

HCID 8083Morpholine

HCID 11640177HCID 11640177, compound

Product 1

HCID 11576247HCID 11576247, compoundYield 41%

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 morpholine to give the title compound in 41% yield; NMR Spectrum: 2.26 (s, 3H), 2.51 (hidden by DMSO, 4H), 2.79 (t, 2H), 3.55 (t, 4H), 4.43 (t, 2H), 5.21 (s, 2H), 7.00 (d, 1H), 7.35 (t, 1H), 7.44 (m, 2H), 7.55 (d, 1H), 7.86 (t, 1H), 8.24 (s, 1H), 8.28 (s, 1H), 8.59 (d, 1H); Mass Spectrum: 462 (MH+).

Sources & evidence

ORD record: ord-7840693d74514413b40a801444a2463f
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07947676B2

Reaction notes

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