2-(Cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 5-Cyclopent-1-enyl-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid methylester

HRID 469779Notes

Reaction equation

HRID 469779 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[N:7][C:8]([O:12][CH2:13][C:14]([F:17])([F:16])[F:15])=[C:9](Br)[CH:10]=1)=[O:4].[C:18]1(B2OC(C)(C)C(C)(C)O2)[CH2:22][CH2:21][CH2:20][CH:19]=1>>[CH3:1][O:2][C:3](=[O:4])[C:5]1[CH:10]=[C:9]([C:18]2[CH2:22][CH2:21][CH2:20][CH:19]=2)[C:8]([O:12][CH2:13][C:14]([F:17])([F:16])[F:15])=[N:7][CH:6]=1

Participants

3

Reactant 2

HCID 154866112-(Cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 66686828Methyl 5-bromo-6-(2,2,2-trifluoroethoxy)nicotinate

Product 1

HCID 712939855-Cyclopent-1-enyl-6-(2,2,2-trifluoro-ethoxy)-nicotinic acid methylester

Procedure

The title compound was synthesized in analogy to Example 2a using 5-bromo-6-(2,2,2-trifluoroethoxy)-3-pyridinecarboxylic acid methyl ester (CAN 1211589-51-3) and 2-(1-cyclopenten-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAN 287944-10-9) as starting materials; MS (ESI) 302.0 (M+H)+.

Sources & evidence

ORD record
ord-39c43cf9b5614231af374c061be866cd
Source dataset
uspto-grants-2014_01
Patent number
US08629166B2

Reaction notes

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