HCID 308103, compound → (4-Benzyl-2,2,5,5-tetramethyl-piperazin-1-yl)-{3-methyl-1-(tetrahydro-pyran-2-yl)-6-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyrazolo[3,4-b]pyridin-4-yl}-methanone

HRID 2279099Notes

Reaction equation

HRID 2279099 reaction equation
[CH3:1][C:2]1[C:10]2[C:9]([C:11](O)=[O:12])=[CH:8][C:7]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH:21]4[CH2:26][CH2:25][CH2:24][CH2:23][O:22]4)=[CH:16][CH:15]=3)=[N:6][C:5]=2[N:4]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][O:28]2)[N:3]=1.[CH2:33]([N:40]1[CH2:45][C:44]([CH3:47])([CH3:46])[NH:43][CH2:42][C:41]1([CH3:49])[CH3:48])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>>[CH2:33]([N:40]1[C:41]([CH3:49])([CH3:48])[CH2:42][N:43]([C:11]([C:9]2[CH:8]=[C:7]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH:21]4[CH2:26][CH2:25][CH2:24][CH2:23][O:22]4)=[CH:16][CH:15]=3)[N:6]=[C:5]3[N:4]([CH:27]4[CH2:32][CH2:31][CH2:30][CH2:29][O:28]4)[N:3]=[C:2]([CH3:1])[C:10]=23)=[O:12])[C:44]([CH3:47])([CH3:46])[CH2:45]1)[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

Participants

3

Reactant 2

HCID 308103HCID 308103, compoundHCID 900136973-methyl-1-(tetrahydro-pyran-2-yl)-6-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

Product 1

HCID 90013780(4-Benzyl-2,2,5,5-tetramethyl-piperazin-1-yl)-{3-methyl-1-(tetrahydro-pyran-2-yl)-6-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyrazolo[3,4-b]pyridin-4-yl}-methanoneYield 76%

Procedure

In a similar manner as in Exampe 40 step (b) 400 mg of 3-methyl-1-(tetrahydro-pyran-2-yl)-6-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid was reacted with 212 mg 1-benzyl-2,2,5,5-tetramethyl-piperazine to obtain 450 mg (76%) of the title compound.

Sources & evidence

ORD record
ord-ce5b5696c8ab45449ecd03655a2b5913
Source dataset
uspto-grants-2015_09
Patent number
US09133181B2

Reaction notes

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