2-Methoxy-6-(tributylstannyl)pyrazine → HCID 178438189, compound

HRID 634476Notes

Reaction equation

HRID 634476 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:12]([C:14]3[O:15][C:16](=[O:30])[C:17]4[C:22]([C:23]=3[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:21][CH:20]=[CH:19][CH:18]=4)[CH3:13])[N:9]=[C:10](I)[C:3]=12.C[O:32][C:33]1[CH:38]=[N:37][CH:36]=[C:35]([Sn](CCCC)(CCCC)CCCC)[N:34]=1>>[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[N:8]([CH:12]([C:14]3[O:15][C:16](=[O:30])[C:17]4[C:22]([C:23]=3[C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:21][CH:20]=[CH:19][CH:18]=4)[CH3:13])[N:9]=[C:10]([C:35]3[CH:36]=[N:37][CH:38]=[C:33]([OH:32])[N:34]=3)[C:3]=12

Participants

3

Reactant 2

HCID 164271032-Methoxy-6-(tributylstannyl)pyrazineHCID 1181310533-(1-(4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one

Product 1

HCID 178438189HCID 178438189, compoundYield 36.8%

Procedure

The title compound was made in a similar way as that of the compound of example 89 from 3-(1-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-4-phenyl-1H-isochromen-1-one (intermediate D2a, 120 mg, 0.236 mmol) and 2-methoxy-6-(tributylstannyl)pyrazine (188 mg, 0.471 mmol) to give the title compound (25 mg, 36.8%) as a white powder.

Sources & evidence

ORD record
ord-76c44539010a4c5eb52b826d6e1e7936
Source dataset
uspto-grants-2016_04
Patent number
US09321776B2

Reaction notes

Loading…