Phosphorus oxychloride → 4-Chloro-2-(2-fluorophenyl)-3-methylquinoline

HRID 1618626Notes

Reaction equation

HRID 1618626 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:17]([CH3:18])=[C:16](O)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1.O=P(Cl)(Cl)[Cl:22]>>[Cl:22][C:16]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[F:1])[C:17]=1[CH3:18]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178421928HCID 178421928, compound

Product 1

HCID 596311684-Chloro-2-(2-fluorophenyl)-3-methylquinoline

Procedure

Prepared according to procedure S using 2-(2-fluorophenyl)-3-methylquinolin-4-ol (0.13 g, 0.51 mmol) in POCl3 (1 mL, 10 mmol). The resulting precipitate was collected by filtration to have 4-chloro-2-(2-fluorophenyl)-3-methylquinoline. Mass Spectrum (ESI) m/e=272 (M+1).

Workup

  1. customPrepared
  2. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-d193e097fb034659aa0934afa05cef08
Source dataset
uspto-grants-2014_07
Patent number
US08765940B2

Reaction notes

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