6-(2,2,2-Trifluoroethoxy)pyridin-3-amine → 1-(2,6-Dichlorobenzoyl)-3-(6-(2,2,2-Trifluoroethoxy)-3-Pyridinyl)Urea

HRID 46471Notes

Reaction equation

HRID 46471 reaction equation
[F:1][C:2]([F:13])([F:12])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][N:6]=1.[Cl:14][C:15]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:16]=1[C:17]([N:19]=[C:20]=[O:21])=[O:18]>C(OCC)(=O)C>[Cl:14][C:15]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[C:16]=1[C:17]([NH:19][C:20]([NH:11][C:8]1[CH:7]=[N:6][C:5]([O:4][CH2:3][C:2]([F:1])([F:12])[F:13])=[CH:10][CH:9]=1)=[O:21])=[O:18]

Participants

4

Reactant 2

HCID 5431566-(2,2,2-Trifluoroethoxy)pyridin-3-amineHCID 129127392,6-Dichlorobenzoyl isocyanate

Product 1

HCID 203873521-(2,6-Dichlorobenzoyl)-3-(6-(2,2,2-Trifluoroethoxy)-3-Pyridinyl)Urea

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-(2,2,2-Trifluoroethoxy)-5-aminopyridine (0.5 gram) and 2,6-dichlorobenzoyl isocyanate (0.5 gram) were mixed in ethyl acetate, and the reaction mixture stirred overnight (about 18 hours) at room temperature. Solvent was removed by evaporation and the product residue crystallized from ethyl acetate-hexanes, yield 0.6 gram, m.p., 146°-148° C.

Workup

  1. customSolvent was removed by evaporation
  2. customthe product residue crystallized from ethyl acetate-hexanes, yield 0.6 gram, m.p., 146°-148° C.

Sources & evidence

ORD record
ord-1252bba9ac114dde8026f99d6dbedbee
Source dataset
uspto-grants-1979_11
Patent number
US04173639

Reaction notes

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