Pyridinium chloride → HCID 67128195, compound

HRID 1896064Notes

Reaction equation

HRID 1896064 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[S:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]([NH:22][C:23]2[C:24]([O:36][CH2:37][CH2:38][O:39][CH3:40])=[N:25][C:26]([CH3:35])=[CH:27][C:28]=2[O:29][CH2:30][C:31]([F:34])([F:33])[F:32])=[O:21])[CH2:15][CH2:14]1.[ClH:41].N1C=CC=CC=1>C(O)C>[ClH:41].[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[S:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]([NH:22][C:23]2[C:24]([O:36][CH2:37][CH2:38][O:39][CH3:40])=[N:25][C:26]([CH3:35])=[CH:27][C:28]=2[O:29][CH2:30][C:31]([F:32])([F:33])[F:34])=[O:21])[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 23110959HCID 23110959, compound

Product 1

HCID 67128195HCID 67128195, compoundYield 25.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-[4-[2-(Benzoxazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2-(2-methoxyethoxy)-4-(2,2,2-trifluoroethoxy)-6-methyl-3-pyridyl]acetamide (500 mg, 0.86 mmol) was dissolved in ethanol (10 mL), followed by the addition of pyridine hydrochloride (198 mg, 1.71 mmol). The reaction mixture was concentrated, and to the residue, ethanol (0.2 mL) and water (2 mL) were added. A precipitate was collected by filtration to afford the title compound (134 mg, 25.2%) as a colorless crystalline powder.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionto the residue, ethanol (0.2 mL) and water (2 mL) were added
  3. filtrationA precipitate was collected by filtration

Sources & evidence

ORD record
ord-03f988caf5e849aeb0f9cf6f31088ef1
Source dataset
uspto-grants-2013_08
Patent number
US08518936B2

Reaction notes

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