Trimethyl borate → HCID 59340235, compound

Reaction equation

[Mg].Br[C:3]1[CH:8]=[CH:7][C:6]([F:9])=[CH:5][C:4]=1[O:10][CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1.[B:17](OC)([O:20]C)[O:18]C>>[F:9][C:6]1[CH:7]=[CH:8][C:3]([B:17]([OH:20])[OH:18])=[C:4]([O:10][CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][O:12]2)[CH:5]=1

Participants

Reactant 3

HCID 8470Trimethyl borate

HCID 5462224Magnesium

HCID 593402342-Bromo-5-fluoro-1-(tetrahydropyran-2-yloxy)benzene

Product 1

HCID 59340235HCID 59340235, compound

Procedure

Procedure analogous to Example 6. Use of 48.6 g (2.00 mol) of magnesium, 510 g (1.85 mol) of 2-bromo-5-fluoro-1-(tetrahydropyran-2-yloxy)benzene and 241.6 ml (2.00 mol) of trimethyl borate. The yield was 434.5 g (1.81 mol), and the product was obtained as a waxy solid which contained varying proportions of boronic anhydrides and borinic acids and was used in the following stage without further purification.

Workup

customThe yield was 434.5 g (1.81 mol), and the product was obtained as a waxy solid which
customwas used in the following stage without further purification

Sources & evidence

ORD record: ord-b23dc0c65b3c45eeb31074e72992e57a
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07728137B2

Reaction notes

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