Phosphorus tribromide → HCID 66815164, compound

HRID 630220Notes

Reaction equation

HRID 630220 reaction equation
[CH2:1]([C:3]1[CH:4]=[N:5][CH:6]=[C:7]([F:11])[C:8]=1[CH2:9]O)[CH3:2].[Br:12]P(Br)Br>ClCCl>[BrH:12].[Br:12][CH2:9][C:8]1[C:7]([F:11])=[CH:6][N:5]=[CH:4][C:3]=1[CH2:1][CH3:2]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 59589426HCID 59589426, compound

Product 1

HCID 66815164HCID 66815164, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3-ethyl-5-fluoropyridin-4-yl)methanol (1.5 g, 9.7 mmol) in anhydrous dichloromethane (75 mL) was added tribromophosphane (1 mL, 10.5 mmol). The mixture was stirred at room temperature overnight. Dichloromethane was evaporated. The residue was dried in vacuo, affording 4-(bromomethyl)-3-ethyl-5-fluoropyridine hydrobromide. The crude product was used without further purification.

Workup

  1. customDichloromethane was evaporated
  2. customThe residue was dried in vacuo

Sources & evidence

ORD record
ord-936ee85f32c7401d9009971e0c5ace2d
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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