(3-Chlorophenyl)boronic acid → 5-(Bromomethyl)-3-(3-chlorophenyl)-2-(difluoromethoxy)pyridine

HRID 2271468Notes

Reaction equation

HRID 2271468 reaction equation
[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15](OC3COC3)[CH:14]=2)[C:6]([O:9][CH:10]([F:12])[F:11])=[N:7][CH:8]=1.BrC1C(OC(F)F)=NC=C(CBr)C=1.[Cl:37]C1C=C(B(O)O)C=CC=1>>[Br:1][CH2:2][C:3]1[CH:4]=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:37])[CH:14]=2)[C:6]([O:9][CH:10]([F:12])[F:11])=[N:7][CH:8]=1

Participants

4

Reactant 3

HCID 2734323(3-Chlorophenyl)boronic acidHCID 904147933-Bromo-5-(bromomethyl)-2-(difluoromethoxy)pyridineHCID 904149725-(Bromomethyl)-2-(difluoromethoxy)-3-(3-(oxetan-3-yloxy)phenyl)pyridine

Product 1

HCID 904158565-(Bromomethyl)-3-(3-chlorophenyl)-2-(difluoromethoxy)pyridine

Procedure

The title compound was prepared in a manner analogous to Intermediate 10, using Intermediate 4 and 3-chlorophenyl boronic acid in Step 1, followed by bromination according to Step 3. [M+H]=348.17350.15

Sources & evidence

ORD record
ord-185b23cf9dcf4052a9a6bcc79e732004
Source dataset
uspto-grants-2015_09
Patent number
US09120770B2

Reaction notes

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