Hydrogen chloride-ethyl acetate → HCID 67352345, compound

HRID 1672765Notes

Reaction equation

HRID 1672765 reaction equation
[CH2:1]([NH:3][C:4]1[N:5]=[CH:6][C:7]2[C:16](=[O:17])[N:15]([CH2:18][CH:19]3[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)[CH2:14][C@H:13]3[N:9]([CH2:10][CH2:11][CH2:12]3)[C:8]=2[N:32]=1)[CH3:2].C(OCC)(=O)C.[ClH:39]>C(OCC)(=O)C>[ClH:39].[ClH:39].[CH2:1]([NH:3][C:4]1[N:5]=[CH:6][C:7]2[C:16](=[O:17])[N:15]([CH2:18][CH:19]3[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]3)[CH2:14][C@H:13]3[N:9]([CH2:10][CH2:11][CH2:12]3)[C:8]=2[N:32]=1)[CH3:2]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67350507HCID 67350507, compound

Product 1

HCID 67352345HCID 67352345, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

Compound 23 (1.99 g, 4.48 mmol) obtained in Example 23 was dissolved in ethyl acetate (20 mL), and the mixture was stirred at 60° C. for 4 hours after adding 4 mol/L hydrogen chloride-ethyl acetate (20 mL) at room temperature. Back at room temperature, the reaction mixture was concentrated under reduced pressure, ethyl acetate (50 mL) was added to the resulting residue, and the mixture was stirred overnight at room temperature. The precipitated solid was filtered off, and dried to give the title compound (Compound 24) (1.72 g, 92%) as a yellow solid.

Workup

  1. concentrationBack at room temperature, the reaction mixture was concentrated under reduced pressure, ethyl acetate (50 mL)
  2. additionwas added to the resulting residue
  3. stirringthe mixture was stirred overnight at room temperature
  4. filtrationThe precipitated solid was filtered off
  5. customdried

Sources & evidence

ORD record
ord-01116806a52a4e0db4fc50dbe0f27d42
Source dataset
uspto-grants-2011_08
Patent number
US07998954B2

Reaction notes

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