5-Bromo-1,3-difluoro-2-iodobenzene → 5-(4-Bromo-2,6-difluorophenyl)oxazole

HRID 68780Notes

Reaction equation

HRID 68780 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([F:10])[C:5](I)=[C:6]([F:8])[CH:7]=1.CC1(C)C(C)(C)OB([C:19]2[O:23][C:22]([Si](C(C)C)(C(C)C)C(C)C)=[N:21][CH:20]=2)O1>>[Br:1][C:2]1[CH:3]=[C:4]([F:10])[C:5]([C:19]2[O:23][CH:22]=[N:21][CH:20]=2)=[C:6]([F:8])[CH:7]=1

Participants

3

Reactant 2

HCID 27827025-Bromo-1,3-difluoro-2-iodobenzeneHCID 442243115-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(tris(propan-2-yl)silyl)-1,3-oxazole

Product 1

HCID 682895645-(4-Bromo-2,6-difluorophenyl)oxazole

Procedure

The title compound is prepared from 5-bromo-1,3-difluoro-2-iodo-benzene and 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2-triisopropylsilanyl-oxazole following a procedure analogous to that described in Intermediate 27. LC (method 1): tR=1.18 min; Mass spectrum (ESI+): m/z=260 [M+H]+.

Sources & evidence

ORD record
ord-60bf5a2ea0b34182be7b171335a2a86c
Source dataset
uspto-grants-2014_09
Patent number
US08822471B2

Reaction notes

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