Water → HCID 86625484, compound

HRID 2263003Notes

Reaction equation

HRID 2263003 reaction equation
Cl[C:2]1[S:6][N:5]=[C:4]([N:7]2[CH2:12][CH2:11][CH:10]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:9][CH2:8]2)[N:3]=1.FC(F)(F)C(O)=O.[O:28]1[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=2[C:30]([NH:37][C:38]([N:40]2[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]2)=[O:39])=[N:29]1.C(N(CC)CC)C.O>CN(C)C=O>[O:28]1[C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=2[C:30]([NH:37][C:38]([N:40]2[CH2:45][CH2:44][N:43]([C:2]3[S:6][N:5]=[C:4]([N:7]4[CH2:12][CH2:11][CH:10]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:9][CH2:8]4)[N:3]=3)[CH2:42][CH2:41]2)=[O:39])=[N:29]1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 68778018N-1,2-Benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetateHCID 86625483HCID 86625483, compound

Product 1

HCID 86625484HCID 86625484, compoundYield 45.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of tert-butyl [1-(5-chloro-1,2,4-thiadiazol-3-yl)piperidin-4-yl]carbamate (442 mg, 1.39 mmol) and N-1,2-benzisoxazol-3-ylpiperazine-1-carboxamide trifluoroacetate (500 mg, 1.39 mmol) in dimethylformamide (5 ml) was added triethylamine (0.969 ml, 6.95 mmol) at room temperature, and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured to water, and a solid was separated by filtration, which was recrystallized from a mixed solvent of ethyl acetate and tetrahydrofuran to give 335 mg (45.6%) of the desired product as a solid.

Workup

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

Sources & evidence

ORD record
ord-10c878cbb458430d992e9f5b2c300fdf
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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