5-bromo-2-fluoro-N-methoxy-N-methylbenzamide → (5-Bromo-2-fluorophenyl)(cyclopropyl)methanone

HRID 1929467Notes

Reaction equation

HRID 1929467 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:14])=[C:6]([CH:13]=1)[C:7](N(OC)C)=[O:8].[CH:15]1([Mg]Br)[CH2:17][CH2:16]1>O1CCCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:14])=[C:6]([C:7]([CH:15]2[CH2:17][CH2:16]2)=[O:8])[CH:13]=1

Participants

4

Reactant 2

HCID 606295205-bromo-2-fluoro-N-methoxy-N-methylbenzamideHCID 178418630HCID 178418630, compound

Product 1

HCID 53405397(5-Bromo-2-fluorophenyl)(cyclopropyl)methanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In an analogous manner to that described for the preparation of Building block C [a)], the reaction of 5-bromo-2-fluoro-N-methoxy-N-methyl-benzamide with cyclopropylmagnesium bromide in tetrahydrofuran yielded the title compound as a light yellow liquid; (HPLC 2.783 min 100%). Mass (calculated) C10H8BrFO [243.074]; (found) [M+H]+=243, [M+2-H]+=245.

Workup

  1. customIn an analogous manner to that described for the preparation of Building block C [a)],

Sources & evidence

ORD record
ord-b8d362aeb98c4869875bf1f61a674324
Source dataset
uspto-grants-2012_05
Patent number
US08188079B2

Reaction notes

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