Hydrogen chloride-ethyl acetate → HCID 21993703, compound

HRID 1978441Notes

Reaction equation

HRID 1978441 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][CH2:19][NH:20][C:21]([C:23]2[S:33][C:32]3[N:34]4[C:25](=[CH:26][N:27]=[C:28]4[CH:29]=[CH:30][CH:31]=3)[CH:24]=2)=[O:22])[CH2:13][CH2:12]1.[ClH:35].C(OCC)(=O)C>C(O)C>[ClH:1].[ClH:35].[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][CH2:19][NH:20][C:21]([C:23]2[S:33][C:32]3[N:34]4[C:25](=[CH:26][N:27]=[C:28]4[CH:29]=[CH:30][CH:31]=3)[CH:24]=2)=[O:22])[CH2:15][CH2:16]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 21993704HCID 21993704, compound

Product 1

HCID 21993703HCID 21993703, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 580.0 mg (1.2 mM) of N-[3-(1-(3-(2-chlorophenyl)propan-1-yl)piperidin-4-yl)propan-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 crystal crop was harvested by filtration and rinsed with ethanol and diethyl ether to provide the title compound as orange-colored crystals (605.4 mg, 91%).

Workup

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

Sources & evidence

ORD record
ord-8ca8bcc2eae9477fb844af0c5fe4fb71
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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