HCID 22349677, compound → HCID 22349612, compound

HRID 896263Notes

Reaction equation

HRID 896263 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:36])[CH2:10][C:11]2[S:15][C:14]([NH:16]C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)=[N:13][CH:12]=2)=[CH:4][C:3]=1[Cl:37]>C(O)(C(F)(F)F)=O.O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:36])[CH2:10][C:11]2[S:15][C:14]([NH2:16])=[N:13][CH:12]=2)=[CH:4][C:3]=1[Cl:37]

Participants

4

Reactant 1

HCID 22349677HCID 22349677, compound

Product 1

HCID 22349612HCID 22349612, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6422Trifluoroacetic acidSolvent

Procedure

N-(4-fluoro-3-chlorophenyl)-2-(2-tritylamino-1,3-thiazole-5-yl)acetamide (12.28 g, 23 mmol) was dissolved in TFA (100 ml) and water (10 ml). The mixture was stirred at room temperature for 45 minutes. Water (300 ml) was added to the reaction mixture, a solid was recovered by filtration, washed with water and ether. The solid was dissolved in MeOH, and the solution treated with ammonia (pH 8), MeOH was then partially evaporated, water (300 ml) was added and a precipitate of title compound recovered, dried (5.37 g, 81%).

Workup

  1. filtrationa solid was recovered by filtration
  2. washwashed with water and ether
  3. dissolutionThe solid was dissolved in MeOH
  4. additionthe solution treated with ammonia (pH 8), MeOH
  5. customwas then partially evaporated
  6. additionwater (300 ml) was added
  7. customa precipitate of title compound recovered
  8. customdried (5.37 g, 81%)

Sources & evidence

ORD record
ord-a5e53a7af92c466db4335e215b17fd37
Source dataset
uspto-grants-2005_07
Patent number
US06919338B2

Reaction notes

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