Ammonia → HCID 19086714, compound

HRID 1464578Notes

Reaction equation

HRID 1464578 reaction equation
[Cl:1][C:2]1[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[C:21]([F:29])[C:3]=1[O:4][C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[N:10][N:11]2[CH:14]([CH3:20])[C:15]([O:17]CC)=O)=[CH:7][CH:6]=1.[NH3:30]>CO>[Cl:1][C:2]1[CH:24]=[C:23]([C:25]([F:27])([F:28])[F:26])[CH:22]=[C:21]([F:29])[C:3]=1[O:4][C:5]1[CH:13]=[C:12]2[C:8]([CH:9]=[N:10][N:11]2[CH:14]([CH3:20])[C:15]([NH2:30])=[O:17])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19086731HCID 19086731, compound

Product 1

HCID 19086714HCID 19086714, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 2-[6-(2-chloro-4-trifluoromethyl-6-flourophenoxy)indazol-1-yl]propionate (0.41 g) (prepared as in Example 1) was dissolved in methanol (25cm3), 880 ammonia (15cm3) added and the mixture stirred at room temperature for 18 hours. The white precipitate was collected by filtration and the solvent removed from the filtrate under vacuum. The residue was purified by flash chromatography (SiO2 ; EtOAc) to give compound 19, 2-[6-(2-chloro-4-trifluoromethyl-6-fluorophenoxy)indazol-1-yl]propionamide as a white solid; total yield=250 mgs. m.pt 171°-172.5 ° C.

Workup

  1. filtrationThe white precipitate was collected by filtration
  2. customthe solvent removed from the filtrate under vacuum
  3. customThe residue was purified by flash chromatography (SiO2 ; EtOAc)

Sources & evidence

ORD record
ord-218f3ea8ac8040ab9d3884df539db619
Source dataset
uspto-grants-1994_04
Patent number
US05306692

Reaction notes

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