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Phosphorus tribromide → HCID 66815164, compound

HRID 577178
Notes
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Reaction equation

HRID 577178 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-17aa1209a5b04bfc96250b3abf4f5094
Source dataset
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09040538B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes