Sodium Methoxide → HCID 10621762, compound

HRID 1899989Notes

Reaction equation

HRID 1899989 reaction equation
[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][CH2:12][C:13]3[C:18]([Cl:19])=[CH:17][CH:16]=[C:15]([N:20](C)[C:21](=O)C(F)(F)F)[C:14]=3[Cl:28])[C:5]2=[N:4][C:3]=1[CH3:29].C[O-].[Na+]>CO>[Br:1][C:2]1[N:6]2[CH:7]=[CH:8][CH:9]=[C:10]([O:11][CH2:12][C:13]3[C:18]([Cl:19])=[CH:17][CH:16]=[C:15]([NH:20][CH3:21])[C:14]=3[Cl:28])[C:5]2=[N:4][C:3]=1[CH3:29]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 18923255HCID 18923255, compound

Product 1

HCID 10621762HCID 10621762, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a suspension of 3-bromo-8-[2,6-dichloro-3-(N-methyl-N-trifluoroacetylamino)benzyloxy]-2-methylimidazo[1,2-a]pyridine (560 mg) in methanol (6 ml) was added 28% sodium methoxide in methanol (1.93 g). The mixture was refluxed for one hour and cooled. The precipitated solid was filtered, washed with methanol, and dried to give 3-bromo-8-(2,6-dichloro-3-methylaminobenzyloxy)-2-methylimidazo[1,2-a]pyridine (350 mg) as crystals.

Workup

  1. temperatureThe mixture was refluxed for one hour
  2. temperaturecooled
  3. filtrationThe precipitated solid was filtered
  4. washwashed with methanol
  5. customdried

Sources & evidence

ORD record
ord-7d2dbfd85d3546b4bea43c32c9de8331
Source dataset
uspto-grants-1996_11
Patent number
US05574042

Reaction notes

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