Hydrochloric Acid → HCID 76578038, compound

HRID 2197278Notes

Reaction equation

HRID 2197278 reaction equation
[O:1]=[C:2]1[NH:6][CH:5]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([C:15](=O)[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:11][CH:10]=2)[C:4](=[O:24])[N:3]1[CH:25]([CH:30]([CH3:32])[CH3:31])[C:26]([NH:28][OH:29])=[O:27].[OH:33][NH2:34].Cl.CN1CCOCC1>C(Cl)(Cl)Cl.CO.CC(O)=O>[OH:29][NH:28][C:26](=[O:27])[CH:25]([N:3]1[C:4](=[O:24])[CH:5]([CH2:7][CH2:8][C:9]2[CH:10]=[CH:11][C:12]([C:15](=[N:34][OH:33])[CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:13][CH:14]=2)[NH:6][C:2]1=[O:1])[CH:30]([CH3:31])[CH3:32]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 787HydroxylamineHCID 79724-MethylmorpholineHCID 16718472HCID 16718472, compound

Product 1

HCID 76578038HCID 76578038, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 21584188Chloroform methanolSolvent

Procedure

To a solution compound 40 (140 mg, 0.32 mmol) in CHCl3/CH3OH (10 mL) was added HONH2×HCl (44 mg, 0.64 mmol) and N-methylmorpholine (0.071 mL, 0.64 mmol). After stirring for 5 min, one drop of CH3COOH was added and the reaction was stirred overnight at room temperature. The solvent was removed and the residue was purified by preparative thin layer chromatography to afford the title compound as a white solid (20 mg).

Workup

  1. stirringthe reaction was stirred overnight at room temperature
  2. customThe solvent was removed
  3. customthe residue was purified by preparative thin layer chromatography

Sources & evidence

ORD record
ord-67fcaa79c69545b0a2f12592b7b90623
Source dataset
uspto-grants-2012_12
Patent number
US08338471B2

Reaction notes

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