Boron tribromide → HCID 53403683, compound

HRID 1175627Notes

Reaction equation

HRID 1175627 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH3:14])([CH3:13])[C:9]([O:11]C)=[O:10])=[N:6][CH:7]=1.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([CH3:14])([CH3:13])[C:9]([OH:11])=[O:10])=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 57481190methyl 2-(5-bromopyridin-2-yl)-2-methylpropanoate

Product 1

HCID 53403683HCID 53403683, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-10 °C

Procedure

Methyl 2-(5-bromopyridin-2-yl)-2-methylpropanoate (514 mg, 2 mmol) was dissolved in dry DCM (10 mL) and cooled to −10° C. BBr3 (20 mL of 1M solution in DCM) was added drop-wise under argon to the solution. The reaction mixture was stirred 30 min at −10° C. and then at room temperature for 72 h and evaporated to give 2-(5-Bromopyridin-2-yl)-2-methylpropanoic acid used in the next step without further purification. MS+H (244, 246).

Workup

  1. waitat room temperature for 72 h
  2. customevaporated

Sources & evidence

ORD record
ord-9ed3547d9c04406990fcebfb3a759387
Source dataset
uspto-grants-2010_11
Patent number
US07842324B2

Reaction notes

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