2-(4-Bromophenyl)ethanol → Methyl 5-[4-(2-hydroxyethyl)phenyl]nicotinate

HRID 220045Notes

Reaction equation

HRID 220045 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][OH:10])=[CH:4][CH:3]=1.CC1(C)C(C)(C)OB([C:19]2[CH:20]=[N:21][CH:22]=[C:23]([CH:28]=2)[C:24]([O:26][CH3:27])=[O:25])O1>>[OH:10][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([C:19]2[CH:20]=[N:21][CH:22]=[C:23]([CH:28]=2)[C:24]([O:26][CH3:27])=[O:25])=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 728512-(4-Bromophenyl)ethanolHCID 177502573-(Methoxycarbonyl)pyridine-5-boronic acid, pinacol ester

Product 1

HCID 59606586Methyl 5-[4-(2-hydroxyethyl)phenyl]nicotinate

Procedure

According to General Method 3A, 6.00 g (29.8 mmol) of 2-(4-bromophenyl)ethanol and 19.6 g (74.6 mmol) of methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate were reacted. Yield: 6.12 g (74% of theory)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-6a4e13e1c5c44175bfa4e62686f61a05
Source dataset
uspto-grants-2012_06
Patent number
US08202862B2

Reaction notes

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