Hydrogen chloride-ethyl acetate → HCID 68457233, compound

HRID 748475Notes

Reaction equation

HRID 748475 reaction equation
[O:1]=[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[S:5][C:4]([C:12]2[CH:17]=[C:16]([CH:18]3[CH2:22][CH2:21][CH2:20][N:19]3C(OC(C)(C)C)=O)[CH:15]=[CH:14][N:13]=2)=[N:3]1.C(OCC)(=O)C.[ClH:36]>C(OCC)(=O)C>[ClH:36].[NH:19]1[CH2:20][CH2:21][CH2:22][CH:18]1[C:16]1[CH:15]=[CH:14][N:13]=[C:12]([C:4]2[S:5][C:6]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[C:2](=[O:1])[N:3]=2)[CH:17]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59750423HCID 59750423, compound

Product 1

HCID 68457233HCID 68457233, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl 2-[2-(4-oxo-4H-1,3-benzothiazin-2-yl)-4-pyridyl]-1-pyrrolidinecarboxylate (0.40 g, 0.97 mmol) was dissolved in ethyl acetate (25 ml), and 4 N hydrogen chloride-ethyl acetate solution (8 ml) was added dropwise thereto at room temperature. The mixture was stirred at the same temperature for 30 minutes. The precipitates were collected by filtration and recrystallized from diethyl ether-methanol to give the titled compound (0.10 g, 31%) as white crystals.

Workup

  1. customat room temperature
  2. filtrationThe precipitates were collected by filtration
  3. customrecrystallized from diethyl ether-methanol

Sources & evidence

ORD record
ord-c662611f86d7418d9b38f614aecac9dc
Source dataset
uspto-grants-2008_07
Patent number
US07399759B2

Reaction notes

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