Hydrochloric Acid → HCID 68777860, compound

HRID 2263015Notes

Reaction equation

HRID 2263015 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([NH:10][C:11]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[S:23][N:22]=[C:21]([N:24]4[CH2:29][CH2:28][N:27]([C:30](=[O:40])[CH2:31][NH:32]C(=O)OC(C)(C)C)[CH2:26][CH2:25]4)[N:20]=3)[CH2:15][CH2:14]2)=[O:12])=[N:2]1.[ClH:41]>CO.O1CCCC1>[ClH:41].[ClH:41].[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([NH:10][C:11]([N:13]2[CH2:14][CH2:15][N:16]([C:19]3[S:23][N:22]=[C:21]([N:24]4[CH2:25][CH2:26][N:27]([C:30](=[O:40])[CH2:31][NH2:32])[CH2:28][CH2:29]4)[N:20]=3)[CH2:17][CH2:18]2)=[O:12])=[N:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86625486HCID 86625486, compound

Product 1

HCID 68777860HCID 68777860, compoundYield 90.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of tert-butyl {2-[4-(5-{4-[(1,2-benzisoxazol-3-ylamino)carbonyl]piperazin-1-yl}-1,2,4-thiadiazol-3-yl)piperazin-1-yl]-2-oxoethyl}carbamate (70.0 mg, 0.122 mmol) and a solution of 2 N hydrogen chloride in methanol (5 ml) in tetrahydrofuran (5 ml) was stirred at room temperature for 12 hours. The solvent was distilled off under reduced pressure, and the residue was recrystallized from a mixed solvent of methanol and diethyl ether to give 60.0 mg (90.4%) of the desired product as a solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue was recrystallized from a mixed solvent of methanol and diethyl ether

Sources & evidence

ORD record
ord-65b481b71c8e47539829a4ad060d182d
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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