Sodium hydride → HCID 57665093, compound

HRID 1717414Notes

Reaction equation

HRID 1717414 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][C:9]1[N:13]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([NH:22][CH2:23][CH3:24])=[O:21])=[CH:16][CH:15]=2)[N:12]=[N:11][C:10]=1[C:25]([NH:27][CH:28]1[CH2:30][CH2:29]1)=[O:26])(=O)=O.[H-].[Na+]>CN(C=O)C.O>[CH:28]1([N:27]2[CH2:6][CH2:7][CH2:8][C:9]3[N:13]([C:14]4[CH:15]=[CH:16][C:17]([C:20]([NH:22][CH2:23][CH3:24])=[O:21])=[CH:18][CH:19]=4)[N:12]=[N:11][C:10]=3[C:25]2=[O:26])[CH2:29][CH2:30]1

Participants

5

Reactant 2

HCID 24758Sodium hydrideHCID 86629814(4-[(cyclopropylamino)carbonyl]-1-{4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazol-5-yl)propyl methanesulfonate

Product 1

HCID 57665093HCID 57665093, compoundYield 50.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

(4-[(Cyclopropylamino)carbonyl]-1-{4-[(ethylamino)carbonyl]phenyl}-1H-1,2,3-triazol-5-yl)propyl methanesulfonate (218 mg, 0.5 mmol) obtained in Example 1201a) and 60% sodium hydride (24 mg, 0.6 mmol, 1.2 eq.) were dissolved in DMF (5 ml) and the mixture was stirred at 60° C. for 3 hr. The reaction mixture was diluted with water (10 ml), and the precipitate was collected by filtration, washed with water and dried to give the title compound as a white powder (85 mg, 50.1%).

Workup

  1. filtrationthe precipitate was collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-806dce775c6c443d849af47a676d2d3a
Source dataset
uspto-grants-2010_09
Patent number
US07803822B2

Reaction notes

Loading…