Dibenzylamine → 4-t-Butoxy-6-dibenzylamino-2,5-difluoro-3-methylpyridine

HRID 1450103Notes

Reaction equation

HRID 1450103 reaction equation
[C:1]([O:5][C:6]1[C:11]([F:12])=[C:10](F)[N:9]=[C:8]([F:14])[C:7]=1[CH3:15])([CH3:4])([CH3:3])[CH3:2].[CH2:16]([NH:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[C:1]([O:5][C:6]1[C:11]([F:12])=[C:10]([N:23]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:9]=[C:8]([F:14])[C:7]=1[CH3:15])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7656DibenzylamineHCID 107513394-(tert-Butoxy)-2,3,6-trifluoro-5-methylpyridine

Product 1

HCID 196913524-t-Butoxy-6-dibenzylamino-2,5-difluoro-3-methylpyridine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-t-Butoxy-2,5,6-trifluoro-3-methylpyridine from Step 253c above is reacted with dibenzylamine in ethanol at reflux temperature. Solvent is removed, and the residue is dissolved in methylene chloride and washed with water. The product is purified by column chromatography.

Workup

  1. temperatureat reflux temperature
  2. customSolvent is removed
  3. dissolutionthe residue is dissolved in methylene chloride
  4. washwashed with water
  5. customThe product is purified by column chromatography

Sources & evidence

ORD record
ord-54f483c7e7044eaf81402fcac4a6d42e
Source dataset
uspto-grants-1997_02
Patent number
US05599816

Reaction notes

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