3,3-Dimethyl-1-(phenylmethyl)piperazine → (4-Benzyl-2,2-dimethyl-piperazin-1-yl)-[6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanone

HRID 2279091Notes

Reaction equation

HRID 2279091 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:16]=[C:17]([C:31]([OH:33])=O)[C:18]3[C:23]([CH3:24])=[N:22][N:21]([CH:25]4[CH2:30][CH2:29][CH2:28][CH2:27][O:26]4)[C:19]=3[N:20]=2)=[C:11]([F:34])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:35]([N:42]1[CH2:47][CH2:46][NH:45][C:44]([CH3:49])([CH3:48])[CH2:43]1)[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>>[CH2:35]([N:42]1[CH2:47][CH2:46][N:45]([C:31]([C:17]2[CH:16]=[C:15]([C:12]3[CH:13]=[CH:14][C:9]([O:8][CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)=[CH:10][C:11]=3[F:34])[N:20]=[C:19]3[N:21]([CH:25]4[CH2:30][CH2:29][CH2:28][CH2:27][O:26]4)[N:22]=[C:23]([CH3:24])[C:18]=23)=[O:33])[C:44]([CH3:49])([CH3:48])[CH2:43]1)[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

3

Reactant 2

HCID 594853523,3-Dimethyl-1-(phenylmethyl)piperazineHCID 866803216-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid

Product 1

HCID 90013862(4-Benzyl-2,2-dimethyl-piperazin-1-yl)-[6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanoneYield 97.4%

Procedure

In analogy to Example 1 step (d) 300 mg 6-(4-benzyloxy-2-fluoro-phenyl)-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid was reacted with 160 mg 1-benzyl-3,3-dimethyl-piperazine to obtain 410 mg (94%) of the title compound.

Sources & evidence

ORD record
ord-09f3038a24b4483da38158cbb581cc7c
Source dataset
uspto-grants-2015_09
Patent number
US09133181B2

Reaction notes

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