Hydrochloric Acid → HCID 131720459, compound

HRID 861549Notes

Reaction equation

HRID 861549 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[C:25]([S:30]([N:33]=CN(C)C)(=O)=[O:31])=[CH:26][CH:27]=[CH:28][CH:29]=3)=[CH:20][CH:19]=2)[C:7]2[C:13](Cl)=[C:12]([CH:15]=[O:16])[CH2:11][S:10][C:8]=2[N:9]=1)[CH2:2][CH2:3][CH3:4].[CH2:38]([OH:40])[CH3:39].Cl.[OH-:42].[Na+]>O>[NH2:33][S:30]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[C:21]1[CH:20]=[CH:19][C:18]([CH2:17][N:6]2[C:7]3[CH:13]=[C:12]([C:15]([O:40][CH2:38][CH3:39])=[O:16])[CH2:11][S:10][C:8]=3[N:9]=[C:5]2[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:23][CH:22]=1)(=[O:31])=[O:42]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 88347923HCID 88347923, compound

Product 1

HCID 131720459HCID 131720459, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

100.1 mg of the product of Example 15, 2 ml of ethanol and 0.1 ml of concentrated hydrochloric acid were refluxed for 4 hours 30 minutes and the mixture was cooled to ambient temperature, poured into 20 ml of water, neutralized with 2N sodium hydroxide and extracted with dichloromethane. The extracts were washed with water, dried,the solvent eliminated under reduced pressure and after chromatography on silica (eluant: AcOEt-cyclohexane 5-5), 34 mg of the expected product were obtained.

Workup

  1. extractionextracted with dichloromethane
  2. washThe extracts were washed with water, dried,the solvent

Sources & evidence

ORD record
ord-fffe7ed291894d8daea880600c32a1dc
Source dataset
uspto-grants-1998_02
Patent number
US05714508

Reaction notes

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