N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine → tert-butyl 4-(2,4-difluoro-3-((6-((1-methyl-1H-pyrazol-4-yl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)phenyl)piperazine-1-carboxylate

HRID 595024Notes

Reaction equation

HRID 595024 reaction equation
[F:1][C:2]1[C:7]([CH2:8]OS(C)(=O)=O)=[C:6]([F:14])[CH:5]=[CH:4][C:3]=1[N:15]1[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]1.[CH3:28][N:29]1[CH:33]=[C:32]([NH:34][C:35]2[N:40]=[C:39]3[NH:41][N:42]=[CH:43][C:38]3=[CH:37][N:36]=2)[CH:31]=[N:30]1>>[F:1][C:2]1[C:7]([CH2:8][N:41]2[C:39]3=[N:40][C:35]([NH:34][C:32]4[CH:31]=[N:30][N:29]([CH3:28])[CH:33]=4)=[N:36][CH:37]=[C:38]3[CH:43]=[N:42]2)=[C:6]([F:14])[CH:5]=[CH:4][C:3]=1[N:15]1[CH2:20][CH2:19][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 66765655N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amineHCID 86671748Tert-butyl 4-(2,4-difluoro-3-(((methylsulfonyl)oxy)methyl)phenyl)piperazine-1-carboxylate

Product 1

HCID 68378868tert-butyl 4-(2,4-difluoro-3-((6-((1-methyl-1H-pyrazol-4-yl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)phenyl)piperazine-1-carboxylate

Procedure

tert-butyl 4-(2,4-difluoro-3-((6-((1-methyl-1H-pyrazol-4-yl)amino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)phenyl)piperazine-1-carboxylate was synthesized following the procedure in Example 1 (Step i) then Step (ii) using tert-butyl 4-(2,4-difluoro-3-(((methylsulfonyl)oxy)methyl)phenyl)piperazine-1-carboxylate and N-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-6-amine.

Sources & evidence

ORD record
ord-984ac3dbc0564cc785c00889b2df9da6
Source dataset
uspto-grants-2016_01
Patent number
US09242987B2

Reaction notes

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