Hydrochloric Acid → HCID 178500501, compound

HRID 1647010Notes

Reaction equation

HRID 1647010 reaction equation
[CH3:1][O:2][C:3](=[O:14])[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][N:6]=1.[H-].[Na+].Cl[CH2:18][C:19]#[N:20].Cl>CN(C)C=O>[CH3:1][O:2][C:3](=[O:14])[CH:4]([CH2:18][C:19]#[N:20])[C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:7][N:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7856ChloroacetonitrileHCID 24758Sodium hydrideHCID 178499646HCID 178499646, compound

Product 1

HCID 178500501HCID 178500501, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

To a solution of methyl-1-H-indazole-3-ylacetate (1.9 g) in dimethylformamide (4 ml) was added sodium hydride (0.58 g; 50% by weight dispersed in oil) and the mixture stirred for 15 minutes at room temperature. Chloroacetonitrile (1.9 g) dissolved in dimethylformamide (2 ml) was then added and the reaction mixture stirred for 6 hours. The mixture was then poured onto ice-water (20 ml), the pH was adjusted to about 3 by the addition of sufficient dilute HCl, and the resulting precipitate was collected and air-dried (yield 1.87 g) m.p. 128°-134° C.

Workup

  1. additionwas then added
  2. stirringthe reaction mixture stirred for 6 hours
  3. additionThe mixture was then poured onto ice-water (20 ml)
  4. customthe resulting precipitate was collected
  5. customair-dried (yield 1.87 g) m.p. 128°-134° C.

Sources & evidence

ORD record
ord-30cd4bc784b04b7ca1461e522cd16f54
Source dataset
uspto-grants-1993_01
Patent number
US05182391

Reaction notes

Loading…