Ethyl Acetate → HCID 66893405, compound

HRID 1513601Notes

Reaction equation

HRID 1513601 reaction equation
[CH3:1][O:2][C:3]1[C:7]2[C:8](=[O:25])[N:9]([CH2:16][C:17](=[O:24])[C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=3[C:6]=2[N:5]([CH3:26])[C:4]=1[C:27]([NH:29][CH:30]1[CH2:35][CH2:34][N:33]([C:36]2[CH:41]=[CH:40][N:39]=[CH:38][CH:37]=2)[CH2:32][CH2:31]1)=[O:28].C(OC(=O)C)C.[ClH:48].C(OCC)(=O)C>CO>[ClH:48].[CH3:1][O:2][C:3]1[C:7]2[C:8](=[O:25])[N:9]([CH2:16][C:17](=[O:24])[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=3[C:6]=2[N:5]([CH3:26])[C:4]=1[C:27]([NH:29][CH:30]1[CH2:31][CH2:32][N:33]([C:36]2[CH:37]=[CH:38][N:39]=[CH:40][CH:41]=2)[CH2:34][CH2:35]1)=[O:28]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 21866389Hydrogen chloride-ethyl acetateHCID 57860032HCID 57860032, compound

Product 1

HCID 66893405HCID 66893405, compoundYield 17%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the compound of Example 563 (250 mg, 0.46 mmol) and 4N hydrogen chloride ethyl acetate solution (0.114 mL, 0.46 mmol) in methanol (3.0 mL)-ethyl acetate (3.0 mL) was stirred at room temperature for 10 min. The reaction mixture was concentrated under reduced pressure, and the residue was recrystallized from methanol-diethyl ether to give the title compound (45 mg, 17%) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was recrystallized from methanol-diethyl ether

Sources & evidence

ORD record
ord-b43b5a51535f4f928a9cacfb1e45b115
Source dataset
uspto-grants-2012_07
Patent number
US08217176B2

Reaction notes

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