HCID 9914288, compound → HCID 9914287, compound

HRID 1386910Notes

Reaction equation

HRID 1386910 reaction equation
[C:1]([C:4]1[CH:35]=[CH:34][C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16]([NH:19][CH2:20][C@H:21]([OH:33])[CH2:22][O:23][C:24]3[CH:32]=[CH:31][CH:30]=[C:29]4[C:25]=3[CH:26]=[CH:27][NH:28]4)([CH3:18])[CH3:17])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1)(=[O:3])[NH2:2].[ClH:36].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:36].[C:1]([C:4]1[CH:5]=[CH:6][C:7]([O:8][C:9]2[CH:10]=[CH:11][C:12]([CH2:15][C:16]([NH:19][CH2:20][C@H:21]([OH:33])[CH2:22][O:23][C:24]3[CH:32]=[CH:31][CH:30]=[C:29]4[C:25]=3[CH:26]=[CH:27][NH:28]4)([CH3:18])[CH3:17])=[CH:13][CH:14]=2)=[CH:34][CH:35]=1)(=[O:3])[NH2:2]

Participants

4

Reactant 2

HCID 9914288HCID 9914288, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 9914287HCID 9914287, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

A stirred solution of the product of Example 203 (11.48 g, 24.24 mmol) in ethyl acetate (150 mL) was treated by slow addition with of a 1M HCl/ethyl acetate (24 mL, 24 mmol) solution at ambient temperature. An additional EtOAc (50 mL) was added to the resulting white precipitate, and the slurry was stirred approximately 1 hour at ambient temperature. The product slurry was pressure filtered through a stainless steel filter under nitrogen. The collected product was kept under a steady nitrogen purge for approx. 2 hrs. The filter was then placed in a vacuum oven overnight at 60° C. The product was dried to constant weight in a drying oven at 75° C. to afford 10.38 g (84.1%) as a white solid.

Workup

  1. filtrationfiltered through a stainless steel
  2. filtrationfilter under nitrogen
  3. custompurge for approx. 2 hrs
  4. customwas then placed in a vacuum oven overnight at 60° C
  5. customThe product was dried to constant weight in a drying oven at 75° C.
  6. customto afford 10.38 g (84.1%) as a white solid

Sources & evidence

ORD record
ord-0d7202a0d9974d2b8f2eb4cf7675d588
Source dataset
uspto-grants-2001_07
Patent number
US06265581B1

Reaction notes

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