Hydrochloric Acid → HCID 24797270, compound

HRID 1436330Notes

Reaction equation

HRID 1436330 reaction equation
C(OC(=O)[N:7]([CH2:13][C:14]1[CH:19]=[C:18]([F:20])[C:17]([O:21][C:22]2[CH:27]=[CH:26][C:25]([C:28](=[O:30])[NH2:29])=[C:24]([OH:31])[CH:23]=2)=[C:16]([F:32])[CH:15]=1)[CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])(C)(C)C.Cl>ClCCl.O1CCOCC1>[F:20][C:18]1[CH:19]=[C:14]([CH2:13][NH:7][CH2:8][CH2:9][CH:10]([CH3:11])[CH3:12])[CH:15]=[C:16]([F:32])[C:17]=1[O:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([NH2:29])=[O:30])=[C:24]([OH:31])[CH:23]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57939028HCID 57939028, compound

Product 1

HCID 24797270HCID 24797270, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

[4-(4-Carbamoyl-3-hydroxy-phenoxy)-3,5-difluoro-benzyl]-(3-methyl-butyl)-carbamic acid tert-butyl ester (I-1e-3: 0.8 g) was dissolved in 5 mL of dichloromethane and treated with 2.5 ml of a 4.0 M hydrogen chloride solution in dioxane. After stirring 24 hours at room temperature, the volatiles were removed under reduced pressure and the resulting crude material was suspended in methanol, heated at reflux for 20 minutes, and stirred overnight at room temperature. The resulting slurry was collect via filtration, rinsing with chilled methanol, and dried under vacuum to provide the title compound (4A).

Workup

  1. customthe volatiles were removed under reduced pressure
  2. temperatureheated
  3. temperatureat reflux for 20 minutes
  4. stirringstirred overnight at room temperature
  5. filtrationThe resulting slurry was collect via filtration
  6. washrinsing with chilled methanol
  7. customdried under vacuum

Sources & evidence

ORD record
ord-8385b254104942fcab1a745920e948d4
Source dataset
uspto-grants-2009_11
Patent number
US07618996B2

Reaction notes

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