Potassium Hydroxide → HCID 68006783, compound

HRID 1053909Notes

Reaction equation

HRID 1053909 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[C:15]([C:16]3[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:18][CH:17]=3)=[CH:14][CH2:13][CH:12]2[C:30]2[CH:35]=[CH:34][C:33]([N:36]3C(C)=CC=C3C)=[CH:32][CH:31]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.NO.[OH-].[K+]>C(O)C.O>[NH2:36][C:33]1[CH:34]=[CH:35][C:30]([CH:12]2[CH:11]([C:8]3[CH:9]=[CH:10][C:5]([C:1]([CH3:2])([CH3:4])[CH3:3])=[CH:6][CH:7]=3)[C:15]([C:16]3[CH:17]=[CH:18][C:19]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:20][CH:21]=3)=[CH:14][CH2:13]2)=[CH:31][CH:32]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 68006699HCID 68006699, compound

Product 1

HCID 68006783HCID 68006783, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of Example 7K (475 mg, 0.847 mmol), hydroxylamine hydrochloride (353 mg, 5.08 mmol) and KOH (143 mg, 2.54 mmol) in ethanol (6 mL) and water (2 mL) was stirred at 65° C. for 48 hours. The mixture was concentrated in vacuo. The residue was diluted with ethyl acetate (20 mL) and washed with brine (6 mL×2). The organic layer was dried over Na2SO4, filtered and concentrated. The residue was used directly in the next step without further purification. LC/MS (ESI) m/z 483 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. additionThe residue was diluted with ethyl acetate (20 mL)
  3. washwashed with brine (6 mL×2)
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was used directly in the next step without further purification

Sources & evidence

ORD record
ord-85cd4820db324ef282be61af7d787d1d
Source dataset
uspto-grants-2016_07
Patent number
US09394279B2

Reaction notes

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