Water → HCID 68778486, compound

HRID 2262899Notes

Reaction equation

HRID 2262899 reaction equation
Cl[C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:3]=1.FC(F)(F)C(O)=O.[O:20]1[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[C:22]([NH:29][C:30]([N:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)=[O:31])=[N:21]1.C(N(CC)CC)C.O>CN(C)C=O>[O:20]1[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[C:22]([NH:29][C:30]([N:32]2[CH2:37][CH2:36][N:35]([C:2]3[O:6][N:5]=[C:4]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)[N:3]=3)[CH2:34][CH2:33]2)=[O:31])=[N:21]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 127284435-Chloro-3-phenyl-1,2,4-oxadiazoleHCID 68778018N-1,2-Benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate

Product 1

HCID 68778486HCID 68778486, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 5-chloro-3-phenyl-1,2,4-oxadiazole (99.9 mg, 0.555 mmol) and N-1,2-benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate (200 mg, 0.555 mmol) in N,N-dimethylformamide (2 ml) was added triethylamine (0.389 ml, 2.78 mmol) at room temperature, and the mixture was stirred at room temperature for 5 minutes. The reaction mixture was poured to water, and the desired product as a solid was separated by filtration. The resulting solid was recrystallized from a mixed solvent of ethyl acetate and tetrahydrofuran to give 157 mg (72.4%) of the desired product. mp 215-216° C.

Workup

  1. customthe desired product as a solid was separated by filtration
  2. customThe resulting solid was recrystallized from a mixed solvent of ethyl acetate and tetrahydrofuran

Sources & evidence

ORD record
ord-fdbdf1d0c66d4286ac45640847b2e616
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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