1-Benzyl-2,2,5-trimethylpiperazine → 4-[3-Methyl-4-(2,5,5-trimethyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenol

HRID 2279104Notes

Reaction equation

HRID 2279104 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[N:6][C:7]([C:22]3[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=3)=[CH:8][C:9]=2[CH2:11][N:12]2[CH2:17][C:16]([CH3:19])([CH3:18])[NH:15][CH2:14][C:13]2(C)[CH3:20])[NH:4][N:3]=1.CC1C2C(C(O)=O)=CC(C3C=CC(OC4CCCCO4)=CC=3)=NC=2N(C2CCCCO2)N=1.C(N1CC(C)NCC1(C)C)C1C=CC=CC=1>>[CH3:1][C:2]1[C:10]2[C:5](=[N:6][C:7]([C:22]3[CH:23]=[CH:24][C:25]([OH:28])=[CH:26][CH:27]=3)=[CH:8][C:9]=2[CH2:11][N:12]2[CH2:17][C:16]([CH3:18])([CH3:19])[NH:15][CH2:14][CH:13]2[CH3:20])[NH:4][N:3]=1

Participants

4

Reactant 3

HCID 648461031-Benzyl-2,2,5-trimethylpiperazineHCID 900136973-methyl-1-(tetrahydro-pyran-2-yl)-6-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acidHCID 178434387HCID 178434387, compound

Product 1

HCID 1784343864-[3-Methyl-4-(2,5,5-trimethyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenol

Procedure

4-[3-Methyl-4-(2,5,5-trimethyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenol was synthesized in analogy to Example 49 (4-[3-Methyl-4-(2,2,5,5-tetramethyl-piperazin-1-ylmethyl)-1H-pyrazolo[3,4-b]pyridin-6-yl]-phenol) starting from 3-methyl-1-(tetrahydro-pyran-2-yl)-6-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid and 1-benzyl-2,2,5-trimethyl-piperazine.

Sources & evidence

ORD record
ord-cacfb46bedbf4a23b78bbc88f54361fa
Source dataset
uspto-grants-2015_09
Patent number
US09133181B2

Reaction notes

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