4-(trimethylstannyl)-1H-indazole → 3-(1-(4-amino-3-(1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one

HRID 634485Notes

Reaction equation

HRID 634485 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:17]([C:19]3[O:20][C:21](=[O:35])[C:22]4[C:27]([C:28]=3[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH3:18])[N:9]=[C:10](C3C=NC=CN=3)[C:3]=12.NC1N=CN=C2N(C(C3OC(=O)C4C(C=3C3C=CC=CC=3)=CC=CC=4)C)N=C(I)C=12.C[Sn](C)(C)[C:68]1[CH:76]=[CH:75][CH:74]=[C:73]2[C:69]=1[CH:70]=[N:71][NH:72]2>>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:17]([C:19]3[O:20][C:21](=[O:35])[C:22]4[C:27]([C:28]=3[C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[CH:26][CH:25]=[CH:24][CH:23]=4)[CH3:18])[N:9]=[C:10]([C:68]3[CH:76]=[CH:75][CH:74]=[C:73]4[C:69]=3[CH:70]=[N:71][NH:72]4)[C:3]=12

Participants

4

Reactant 3

HCID 584413964-(trimethylstannyl)-1H-indazoleHCID 1181310533-(1-(4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-oneHCID 1181312833-(1-(4-amino-3-(pyrazin-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one

Product 1

HCID 1181310583-(1-(4-amino-3-(1H-indazol-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-oneYield 39%

Procedure

The title compound was made in a similar way as that of the compound of example 52 from 3-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one (intermediate D2a, 50 mg, 0.098 mmol), and 4-(trimethylstannyl)-1H-indazole (Intermediate G19, 41.4 mg, 0,147 mmol) to give the title compound (19 mg, 39%).

Sources & evidence

ORD record
ord-d6db3cd14b5845dd9533a61955c6d031
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

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