Potassium Hydroxide → HCID 67040570, compound

HRID 605202Notes

Reaction equation

HRID 605202 reaction equation
F[C:2]1[CH:20]=[CH:19][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=[O:7])=[CH:4][C:3]=1[N+:21]([O-:23])=[O:22].[OH-].[K+].[C:26]([O:30][C:31](=[O:40])[NH:32][C:33]1[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=1)([CH3:29])([CH3:28])[CH3:27]>CS(C)=O.O>[C:26]([O:30][C:31](=[O:40])[NH:32][C:33]1[CH:34]=[CH:35][C:36]([O:39][C:2]2[CH:20]=[CH:19][C:5]([C:6](=[O:7])[NH:8][C:9]3[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=3)=[CH:4][C:3]=2[N+:21]([O-:23])=[O:22])=[CH:37][CH:38]=1)([CH3:29])([CH3:27])[CH3:28]

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 2756771N-Boc-4-hydroxyanilineHCID 67040926HCID 67040926, compound

Product 1

HCID 67040570HCID 67040570, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

The product from Example 172b (215 mg, 0.655 mmol) was dissolved in DMSO (30 ml) to which KOH (75 mg, 1.31 mmol) and (4-Hydroxy-phenyl)-carbamic acid tert-butyl ester (137 mg, 0.655 mmol) were added. The reaction mixture was then heated to 80° C. for 2 h reaction mixture was then cooled to room temperature and diluted with water and the title compound collected by filtration (240 mg, 78%).

Workup

  1. additionwere added
  2. customreaction mixture
  3. temperaturewas then cooled to room temperature
  4. filtrationthe title compound collected by filtration (240 mg, 78%)

Sources & evidence

ORD record
ord-9ad705f00d1f4748a6f1cc3058887b79
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

Loading…