4-Tert-butyldiphenylsilyloxybenzeneboronic acid → 2-Fluoro-6-(4-tert-butyldiphenylsilyloxyphenyl)pyrazine

HRID 864270Notes

Reaction equation

HRID 864270 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([F:8])[N:3]=1.[Si:9]([O:26][C:27]1[CH:32]=[CH:31][C:30](B(O)O)=[CH:29][CH:28]=1)([C:22]([CH3:25])([CH3:24])[CH3:23])([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[F:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([C:30]2[CH:29]=[CH:28][C:27]([O:26][Si:9]([C:22]([CH3:25])([CH3:24])[CH3:23])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:32][CH:31]=2)[N:3]=1

Participants

3

Reactant 2

HCID 218072914-Tert-butyldiphenylsilyloxybenzeneboronic acidHCID 232733782-Chloro-6-fluoropyrazine

Product 1

HCID 542331952-Fluoro-6-(4-tert-butyldiphenylsilyloxyphenyl)pyrazineYield 69.5%

Procedure

In an analogous reaction to Example 1b, 8.86 g (66.85 mmol) of 2-chloro-6-fluoropyrazine (prepared as described in Example 1a) and 25.13 g (66.85 mmol) of 4-tert-butyldiphenylsilyloxyphenylboronic acid give 19.90 g of 2-fluoro-6-(4-tert-butyldiphenylsilyloxyphenyl)pyrazine. ##STR22## 4b

Sources & evidence

ORD record
ord-bd6d16e92ad24c619ea47c272d2fe16f
Source dataset
uspto-grants-1996_10
Patent number
US05562859

Reaction notes

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