Hydrochloric Acid → HCID 11592303, compound

HRID 2080843Notes

Reaction equation

HRID 2080843 reaction equation
Cl.[CH2:2]([N:5]([CH2:38][CH2:39][CH3:40])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][N:24]([CH2:32][C:33]2[NH:34][CH:35]=[CH:36][N:37]=2)[CH2:25][C:26]2[N:27]([CH3:31])[CH:28]=[CH:29][N:30]=2)=[CH:19][CH:18]=1)[CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH2:3][CH3:4].[CH3:41][CH:42](O)[CH3:43]>>[CH:42]([O:14][C:13](=[O:15])[CH2:12][CH2:11][N:10]([CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:2][CH2:3][CH3:4])[CH2:38][CH2:39][CH3:40])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][N:24]([CH2:32][C:33]2[NH:34][CH:35]=[CH:36][N:37]=2)[CH2:25][C:26]2[N:27]([CH3:31])[CH:28]=[CH:29][N:30]=2)=[CH:19][CH:18]=1)([CH3:43])[CH3:41]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 11591930HCID 11591930, compound

Product 1

HCID 11592303HCID 11592303, compound

Procedure

The hydrochloride (88.0 mg) of the compound obtained in Example 51-1 was added with 2-propanol (10 ml) and the whole was refluxed under heating for 2 hours. After completion of the reaction, the solvent was distilled off. The resultant was dissolved in chloroform and added with a saturated aqueous sodium hydrogen carbonate solution and the whole was stirred for a while. The solution was subjected to extraction with chloroform and washed with a saturated saline solution. The organic layer was dried with anhydrous sodium sulfate. The solvent was distilled off. The residue was purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (32.8 mg) as a colorless oily substance.

Workup

  1. temperaturethe whole was refluxed
  2. temperatureunder heating for 2 hours
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off
  5. dissolutionThe resultant was dissolved in chloroform
  6. additionadded with a saturated aqueous sodium hydrogen carbonate solution
  7. extractionThe solution was subjected to extraction with chloroform
  8. washwashed with a saturated saline solution
  9. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  10. distillationThe solvent was distilled off
  11. customThe residue was purified through silica gel column chromatography (chloroform/ethyl acetate)

Sources & evidence

ORD record
ord-911987942e8044cb9e94571e595ac9b4
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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