Water → HCID 68779465, compound

HRID 2262894Notes

Reaction equation

HRID 2262894 reaction equation
Cl[C:2]1[S:6][N:5]=[C:4]([N:7]2[CH2:12][CH2:11][N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:9][CH2:8]2)[N:3]=1.FC(F)(F)C(O)=O.[O:27]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[C:29]([NH:36][C:37]([N:39]2[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]2)=[O:38])=[N:28]1.C(N(CC)CC)C.O>CN(C)C=O>[O:27]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[C:29]([NH:36][C:37]([N:39]2[CH2:44][CH2:43][N:42]([C:2]3[S:6][N:5]=[C:4]([N:7]4[CH2:12][CH2:11][N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:9][CH2:8]4)[N:3]=3)[CH2:41][CH2:40]2)=[O:38])=[N:28]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 665236951,1-Dimethylethyl 4-(5-chloro-1,2,4-thiadiazol-3-yl)-1-piperazinecarboxylateHCID 68778018N-1,2-Benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate

Product 1

HCID 68779465HCID 68779465, compoundYield 44.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of tert-butyl 4-(5-chloro-1,2,4-thiadiazol-3-yl)piperazine-1-carboxylate (169 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, which was recrystallized from a mixed solvent of ethyl acetate and tetrahydrofuran to give 126 mg (44.1%) of the desired product.

Workup

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

Sources & evidence

ORD record
ord-2d9514067f274ad88024293bd12d3915
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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