Hydrogen chloride-ethyl acetate → HCID 21994111, compound

HRID 1978437Notes

Reaction equation

HRID 1978437 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][CH2:18][NH:19][C:20]([C:22]2[S:32][C:31]3[N:33]4[C:24](=[CH:25][N:26]=[C:27]4[CH:28]=[CH:29][CH:30]=3)[CH:23]=2)=[O:21])[CH2:13][CH2:12]1.[ClH:34].C(OCC)(=O)C>C(O)C>[ClH:1].[ClH:34].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][CH2:10][N:11]1[CH2:12][CH2:13][CH:14]([CH2:17][CH2:18][NH:19][C:20]([C:22]2[S:32][C:31]3[N:33]4[C:24](=[CH:25][N:26]=[C:27]4[CH:28]=[CH:29][CH:30]=3)[CH:23]=2)=[O:21])[CH2:15][CH2:16]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 21994112HCID 21994112, compound

Product 1

HCID 21994111HCID 21994111, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 327.9 mg (0.68 mM) of N-[2-(1-(3-(2-chlorophenyl)propan-1-yl)piperidin-4-yl)ethan-1-yl]-5-thia-1,8b-diazaacenaphthylene-4-carboxamide in ethanol (10 ml) was added 2 ml (8.0 mM) of 4N-HCl/ethyl acetate and the mixture was stirred for several minutes. The solvent was then distilled off under reduced pressure and ether was added to the residue. The resulting crystals were collected by filtration and rinsed with ethanol and diethyl ether to provide the title compound as orange-colored crystals (364.0 mg, 91%).

Workup

  1. distillationThe solvent was then distilled off under reduced pressure and ether
  2. additionwas added to the residue
  3. filtrationThe resulting crystals were collected by filtration
  4. washrinsed with ethanol and diethyl ether

Sources & evidence

ORD record
ord-be110c5847f64c3db65f2e87395cbaca
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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