3-bromo-1-methyl-6-(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidine → [2-Fluoro-4-(1-methyl-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-phenyl]-carbamic Acid Tert-butyl Ester

HRID 1351166Notes

Reaction equation

HRID 1351166 reaction equation
Br[C:2]1[C:10]2[C:5](=[N:6][C:7]([S:11][CH3:12])=[N:8][CH:9]=2)[N:4]([CH3:13])[N:3]=1.[C:14]([O:18][C:19](=[O:37])[NH:20][C:21]1[CH:26]=[CH:25][C:24](B2OC(C)(C)C(C)(C)O2)=[CH:23][C:22]=1[F:36])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19](=[O:37])[NH:20][C:21]1[CH:26]=[CH:25][C:24]([C:2]2[C:10]3[C:5](=[N:6][C:7]([S:11][CH3:12])=[N:8][CH:9]=3)[N:4]([CH3:13])[N:3]=2)=[CH:23][C:22]=1[F:36])([CH3:17])([CH3:15])[CH3:16]

Participants

3

Reactant 2

HCID 210980543-bromo-1-methyl-6-(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidineHCID 22346775Tert-butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenylcarbamate

Product 1

HCID 68979196[2-Fluoro-4-(1-methyl-6-methylsulfanyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-phenyl]-carbamic Acid Tert-butyl Ester

Procedure

Following the procedure of Example 15, 3-Bromo-1-methyl-6-methylsulfanyl-1H -pyrazolo[3,4-d]pyrimidine and [2-Fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-carbamic acid tert-butyl ester gave the title compound as an off white solid; LC/MS(m/e) at 390.2 (MH+), Rt=2.56 min.

Sources & evidence

ORD record
ord-c0eff48869804f2e9dfa5eea3fc1ba4d
Source dataset
uspto-grants-2007_05
Patent number
US07217710B2

Reaction notes

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