Water → HCID 18182411, compound

HRID 1359318Notes

Reaction equation

HRID 1359318 reaction equation
[CH2:1]([C:8]1[C:9]([O:22][CH3:23])=[N:10][CH:11]=[C:12]([NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH3:26]I.O>CN(C)C=O>[CH2:1]([C:8]1[C:9]([O:22][CH3:23])=[N:10][CH:11]=[C:12]([N:14]([C:15]([O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[O:16])[CH3:26])[CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 18182398HCID 18182398, compound

Product 1

HCID 18182411HCID 18182411, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

970 mg of 3-benzyl-5-tert-butoxycarbonylamino-2-methoxypyridine was dissolved in 10 ml of N,N-dimethylformamide, followed by. adding 200 mg of 60% oily sodium hydride thereto. After stirring at room temperature, 0.192 ml of methyl iodide was added thereto in an ice bath. After the returned to room temperature, water was added and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and evaporated, to give 920 mg of the target compound.

Workup

  1. customreturned to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-38b09759a1484eeb8f543a486d339cac
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

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