Hydrochloric Acid → HCID 68779921, compound

HRID 2263211Notes

Reaction equation

HRID 2263211 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([CH:13]3[CH2:18][CH2:17][N:16]([C:19]([NH:21][C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)=[O:20])[CH2:15][CH2:14]3)[S:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1.[ClH:28]>O1CCCC1.C(OCC)(=O)C>[ClH:28].[ClH:28].[F:1][C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([CH:13]3[CH2:18][CH2:17][N:16]([C:19]([NH:21][C:22]4[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=4)=[O:20])[CH2:15][CH2:14]3)[S:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68777886HCID 68777886, compound

Product 1

HCID 68779921HCID 68779921, compoundYield 49.8%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-[4-(3-fluorophenyl)-1,3-thiazol-2-yl]-N-pyridin-3-ylpiperidine-1-carboxamide (280 mg, 0.732 mmol) in tetrahydrofuran (20 ml) was added a 4N solution (5 ml) of hydrogen chloride in ethyl acetate, and the mixture was stirred at room temperature for 1 hour. The reaction solution was distilled off under reduced pressure, and the residue was recrystallized from a mixed solvent of methanol and diethyl ether to give the desired product (179 mg, 49.8%) as a solid.

Workup

  1. distillationThe reaction solution 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-2ef42501f7f740b58209cb57e381c76e
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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