Hydrochloric Acid → HCID 68776405, compound

HRID 2263004Notes

Reaction equation

HRID 2263004 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][CH:27]([NH:30]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:38]>O1CCCC1.CO.C(OCC)(=O)C>[ClH:38].[ClH:38].[NH2:30][CH:27]1[CH2:28][CH2:29][N:24]([C:21]2[N:20]=[C:19]([N:16]3[CH2:15][CH2:14][N:13]([C:11]([NH:10][C:3]4[C:4]5[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=5[O:1][N:2]=4)=[O:12])[CH2:18][CH2:17]3)[S:23][N:22]=2)[CH2:25][CH2:26]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 86625484HCID 86625484, compound

Product 1

HCID 68776405HCID 68776405, compoundYield 95.5%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl [1-(5-{4-[(1,2-benzisoxazol-3-ylamino)carbonyl]piperazin-1-yl}-1,2,4-thiadiazol-3-yl)piperidin-4-yl]carbamate (200 mg, 0.378 mmol) in tetrahydrofuran (10 ml) and methanol (10 ml) was added a solution of 4 N hydrogen chloride in ethyl acetate (10 ml), and the mixture was stirred at room temperature for 5 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 181 mg (95.5%) 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-d1136aabadf34f9386ecf20afef24d3e
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

Loading…