Potassium Hydroxide → HCID 135494405, compound

HRID 354198Notes

Reaction equation

HRID 354198 reaction equation
[CH3:1][N:2]1[C:10]2[C:9](=[O:11])[NH:8][C:7]([C:12]3[CH:13]=[C:14]([N:22](S(C)(=O)=O)[S:23]([CH3:26])(=[O:25])=[O:24])[CH:15]=[N:16][C:17]=3[O:18][CH2:19][CH2:20][CH3:21])=[N:6][C:5]=2[C:4]([CH2:31][CH2:32][CH3:33])=[N:3]1.[OH-].[K+]>C(O)CC>[CH3:1][N:2]1[C:10]2[C:9](=[O:11])[NH:8][C:7]([C:12]3[CH:13]=[C:14]([NH:22][S:23]([CH3:26])(=[O:24])=[O:25])[CH:15]=[N:16][C:17]=3[O:18][CH2:19][CH2:20][CH3:21])=[N:6][C:5]=2[C:4]([CH2:31][CH2:32][CH3:33])=[N:3]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 136425760HCID 136425760, compound

Product 1

HCID 135494405HCID 135494405, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

The title compound of Example 76 (56 mg, 0.1 mmol) was dissolved in propanol (1.4 mL) and aq. KOH solution (1 M, 0.14 mL) and the mixture heated to 45° C. for 2.5 h. The reaction mixture was concentrated in vacuo and the residue diluted with water (2 mL) and acidified to pH 2-3 with conc. hydrochloric acid to afford a precipitate which was removed by filtration, washed with water and diethyl ether before drying to give the title compound as an off-white solid (26 mg, 0.06 mmol).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionthe residue diluted with water (2 mL)
  3. customto afford a precipitate which
  4. customwas removed by filtration
  5. washwashed with water and diethyl ether
  6. custombefore drying

Sources & evidence

ORD record
ord-00dd43a63c294c91994b4cd5d0dfce78
Source dataset
uspto-grants-2004_06
Patent number
US06756373B1

Reaction notes

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