Methyl 4-fluoro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate → Methyl 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

HRID 1488234Notes

Reaction equation

HRID 1488234 reaction equation
[F:1][C:2]1[C:11]([B:12]2[O:16][C:15]([CH3:18])([CH3:17])[C:14]([CH3:20])([CH3:19])[O:13]2)=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4](C)[CH:3]=1.BrCC(C1C=C(C=CC=1F)C(OC)=O)=O.FC1C(I)=CC(C(OC)=O)=C(C)C=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][C:11]=1[B:12]1[O:16][C:15]([CH3:18])([CH3:17])[C:14]([CH3:20])([CH3:19])[O:13]1

Participants

4

Reactant 3

HCID 53217166Methyl 4-fluoro-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 90021566Methyl 4-fluoro-5-iodo-2-methylbenzoateHCID 90021814Methyl 3-(2-bromoacetyl)-4-fluorobenzoate2×

Product 1

HCID 56973229Methyl 4-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

Procedure

The title compound was prepared using standard chemical manipulations and procedures similar to those used for the preparation of compound 377.1, except methyl 4-fluoro-3-iodobenzoate (compound 132.1) was used instead of methyl 4-fluoro-5-iodo-2-methylbenzoate (compound 101.2).

Sources & evidence

ORD record
ord-8c79577861434da0a71c99e06a1dbc1c
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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