Methanol → HCID 15790214, compound

HRID 2399676Notes

Reaction equation

HRID 2399676 reaction equation
[OH-:1].[K+].[CH3:3]O.Cl[C:6]1[C:11]2[CH:12]=[CH:13][N:14]([C:15]3[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][C:16]=3[Cl:25])[C:10]=2[CH:9]=[CH:8][N:7]=1.O>CS(C)=O>[Cl:25][C:16]1[CH:17]=[C:18]([C:21]([F:24])([F:23])[F:22])[CH:19]=[CH:20][C:15]=1[N:14]1[C:10]2[CH:9]=[CH:8][N:7]=[C:6]([O:1][CH3:3])[C:11]=2[CH:12]=[CH:13]1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14797Potassium HydroxideHCID 15790212HCID 15790212, compound

Product 1

HCID 15790214HCID 15790214, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Potassium hydroxide (0.7 g, 12 mmol) and methanol (2 ml) were stirred together in dimethyl sulfoxide (20 ml) at room temperature for 30 minutes. 4-chloro-1-(2-chloro-4-trifluoromethylphenyl)-pyrrolo[3,2-c]pyridine (2.0 g, 6 mmol) was added and stirring continued for 18 hours. The mixture was poured into water and the precipitate collected by filtration. Further purification by flash column chromatography on silica gel gave 1-(2'-chloro-4'-trifluoromethylphenyl)-4-methoxy-pyrrolo[3,2-c]pyridine (0.35 g) as a pale yellow solid, m.p. 112°-115° C.

Workup

  1. filtrationthe precipitate collected by filtration
  2. customFurther purification by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-cc8883df688a4c99b3e69cadcfad7b8f
Source dataset
uspto-grants-1995_09
Patent number
US05451566

Reaction notes

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