Methanol → 3-chloro-6-fluoro-1-methoxyisoquinoline

HRID 334060Notes

Reaction equation

HRID 334060 reaction equation
[Na].Cl[C:3]1[C:12]2[C:7](=[CH:8][C:9]([F:13])=[CH:10][CH:11]=2)[CH:6]=[C:5]([Cl:14])[N:4]=1.[CH3:15][OH:16]>>[Cl:14][C:5]1[N:4]=[C:3]([O:16][CH3:15])[C:12]2[C:7]([CH:6]=1)=[CH:8][C:9]([F:13])=[CH:10][CH:11]=2

Participants

4

Reactant 3

HCID 887MethanolHCID 5360545SodiumHCID 468399601,3-Dichloro-6-fluoroisoquinoline

Product 1

HCID 866882843-chloro-6-fluoro-1-methoxyisoquinoline

Conditions

Temperature
70 °C

Procedure

To a solution of 125 mg (3.00 mmol) sodium in 40 mL MeOH was added 668 mg (3.00 mmol) 1,3-dichloro-6-fluoro-isoquinoline. The reaction mixture was stirred at 70° C. for 30 min. The solvent was removed by distillation and the residue diluted with ice water. The precipitate was filtered off, washed with water and dried.

Workup

  1. customThe solvent was removed by distillation
  2. additionthe residue diluted with ice water
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-c8d994cb1d8a44069c3b782386cadbb7
Source dataset
uspto-grants-2014_11
Patent number
US08883789B2

Reaction notes

Loading…