Benzyl Bromide → HCID 22101205, compound

HRID 1457928Notes

Reaction equation

HRID 1457928 reaction equation
[NH2:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][N:4]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1.[H-].[Na+].[CH2:21](Br)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C=O)C>[CH2:21]([NH:1][C:2]1[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][N:4]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 15703582HCID 15703582, compound

Product 1

HCID 22101205HCID 22101205, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 3-amino-1benzyl-4-ethoxycarbonylpyrazole (0.5 g) in DMF (10 ml), was added 60% NaH (0.082 g). After stirring for 5 min at room temperature, benzyl bromide (0.307 ml) was added, and the mixture was stirred for 1 h at room temperature. The reaction mixture was evaporated under reduced pressure followed by silica-gel column chromatography (toluene/ ethyl acetate=50/1) to give 3-benzylamino-1-benzyl-4-ethoxycarbonylpyrazole (0.3 g). This intermediate was derived to the title compound by the similar method to Reference Example 1 (yield 31%).

Workup

  1. stirringthe mixture was stirred for 1 h at room temperature
  2. customThe reaction mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-34177f4873c046c29d199d60c6a594fb
Source dataset
uspto-grants-1998_12
Patent number
US05849779

Reaction notes

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