1-Bromo-2-(methylsulfonyl)ethane → 9-(2,4-Dimethoxybenzyl)-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-[2-(methylsulfonyl)ethyl]-7,9-dihydro-8H-purin-8-one

HRID 510067Notes

Reaction equation

HRID 510067 reaction equation
[CH3:1][O:2][C:3]1[CH:37]=[C:36]([O:38][CH3:39])[CH:35]=[CH:34][C:4]=1[CH2:5][N:6]1[C:14](=[O:15])[NH:13][C:12]2[C:7]1=[N:8][C:9]([C:16]1[C:24]3[C:19](=[N:20][CH:21]=[C:22]([F:25])[CH:23]=3)[N:18]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[F:33])[N:17]=1)=[N:10][CH:11]=2.[CH3:40][S:41]([CH2:44][CH2:45]Br)(=[O:43])=[O:42]>>[CH3:1][O:2][C:3]1[CH:37]=[C:36]([O:38][CH3:39])[CH:35]=[CH:34][C:4]=1[CH2:5][N:6]1[C:14](=[O:15])[N:13]([CH2:45][CH2:44][S:41]([CH3:40])(=[O:43])=[O:42])[C:12]2[C:7]1=[N:8][C:9]([C:16]1[C:24]3[C:19](=[N:20][CH:21]=[C:22]([F:25])[CH:23]=3)[N:18]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[F:33])[N:17]=1)=[N:10][CH:11]=2

Participants

3

Reactant 2

HCID 137257571-Bromo-2-(methylsulfonyl)ethaneHCID 666140169-(2,4-Dimethoxybenzyl)-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7,9-dihydro-8H-purin-8-one

Product 1

HCID 666143009-(2,4-Dimethoxybenzyl)-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-[2-(methylsulfonyl)ethyl]-7,9-dihydro-8H-purin-8-one

Procedure

300 mg (0.567 mmol) of the compound from example 93A were reacted in analogy to the method in example 83A with 2-bromoethyl methyl sulfone. 490 mg (100% of theory, 73% purity) of the title compound were obtained.

Sources & evidence

ORD record
ord-86c72874a33e49dbac243f64c5e91045
Source dataset
uspto-grants-2015_08
Patent number
US09096592B2

Reaction notes

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