Acetic acid ethanol → HCID 86645216, compound

HRID 1256890Notes

Reaction equation

HRID 1256890 reaction equation
[NH2:1][C:2]1[CH:41]=[CH:40][CH:39]=[CH:38][C:3]=1[C:4]([NH:6][C:7]1[CH:37]=[CH:36][C:10]([CH2:11][CH:12]([C:20]([NH:22][S:23]([C:26]2[CH:35]=[CH:34][C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH:27]=2)(=[O:25])=[O:24])=[O:21])[C:13]([N:15]([CH2:18][CH3:19])[CH2:16][CH3:17])=[O:14])=[CH:9][CH:8]=1)=[O:5].[CH2:42](O)C.C(O)(=O)C>C([O-])([O-])OCC>[CH2:16]([N:15]([CH2:18][CH3:19])[C:13](=[O:14])[CH:12]([CH2:11][C:10]1[CH:9]=[CH:8][C:7]([N:6]2[C:4](=[O:5])[C:3]3[C:2](=[CH:41][CH:40]=[CH:39][CH:38]=3)[N:1]=[CH:42]2)=[CH:37][CH:36]=1)[C:20]([NH:22][S:23]([C:26]1[CH:35]=[CH:34][C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=1)(=[O:25])=[O:24])=[O:21])[CH3:17]

Participants

4

Reactant 2

HCID 18476134Acetic acid ethanolHCID 68510174HCID 68510174, compound

Product 1

HCID 86645216HCID 86645216, compound

Reagents, catalysts & solvents 1

HCID 53630039EthylorthoformateSolvent

Procedure

The compound (429 mg) obtained in Example 43 was dissolve in a mixed solution (1.5 mL) of ethanol/acetic acid (10/1), ethyl ortho-formate (187 μL) was added, and the mixture was heated under reflux for 7 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound (175 mg) as a white solid.

Workup

  1. additionwas added
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 7 hr
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-9114cd8622bb4f8fbe071085968a66f1
Source dataset
uspto-grants-2013_06
Patent number
US08461209B2

Reaction notes

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