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

HRID 1488179Notes

Reaction equation

HRID 1488179 reaction equation
CC1C=CC(C(OC)=O)=CC=1[B:12]1[O:16][C:15]([CH3:18])([CH3:17])[C:14]([CH3:20])([CH3:19])[O:13]1.[CH:21]1([C:24]2[C:33](I)=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[C:26]([CH3:35])[CH:25]=2)[CH2:23][CH2:22]1.IC1C=C(C=CC=1C)C(OC)=O>>[CH:21]1([C:24]2[C:33]([B:12]3[O:16][C:15]([CH3:18])([CH3:17])[C:14]([CH3:20])([CH3:19])[O:13]3)=[CH:32][C:27]([C:28]([O:30][CH3:31])=[O:29])=[C:26]([CH3:35])[CH:25]=2)[CH2:23][CH2:22]1

Participants

4

Reactant 3

HCID 13614033Methyl 3-iodo-4-methylbenzoateHCID 532171365-Methoxycarbonyl-2-methylphenylboronic acid pinacol esterHCID 68288233Methyl 4-cyclopropyl-5-iodo-2-methylbenzoate2×

Product 1

HCID 90030653Methyl 4-cyclopropyl-2-methyl-5-(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 5.4, except methyl 4-cyclopropyl-5-iodo-2-methylbenzoate (compound 267.2) was used in place of methyl 3-iodo-4-methylbenzoate (compound 5.3).

Sources & evidence

ORD record
ord-5f01d2ba5694445a970680260e854da9
Source dataset
uspto-grants-2016_08
Patent number
US09428502B2

Reaction notes

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