Hydrochloric Acid → HCID 68901922, compound

HRID 1435079Notes

Reaction equation

HRID 1435079 reaction equation
C(OC(=O)[N:7]([CH2:13][C:14]1[C:19]([F:20])=[CH:18][C:17]([C:21]2[CH:26]=[CH:25][C:24]([C:27](=[O:29])[NH2:28])=[CH:23][C:22]=2[CH3:30])=[CH:16][C:15]=1[F:31])[CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])(C)(C)C.[ClH:33]>ClCCl.O1CCOCC1>[ClH:33].[F:20][C:19]1[CH:18]=[C:17]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([NH2:28])=[O:29])=[CH:23][C:22]=2[CH3:30])[CH:16]=[C:15]([F:31])[C:14]=1[CH2:13][NH:7][CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57937844HCID 57937844, compound

Product 1

HCID 68901922HCID 68901922, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(4′-Carbamoyl-3,5-difluoro-2′-methyl-biphenyl-4-ylmethyl)-(3-methyl-butyl)-carbamic acid tert-butyl ester (I-1e: 40 g) was dissolved in 500 mL of dichloromethane and treated with 34 ml of a 4.0 M hydrogen chloride solution in dioxane. After stirring overnight at room temperature, the volatiles were removed under reduced pressure and the resulting crude material was suspended in ethanol (200 mL), heated at reflux for 20 minutes and stirred overnight at room temperature. The resulting slurry was collect via filtration, rinsing with chilled ethanol, and dried under vacuum to provide the title compound (E1-01: 25 g).

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 ethanol
  7. customdried under vacuum

Sources & evidence

ORD record
ord-d649b93ed1d6436a9afe8c90567005d4
Source dataset
uspto-grants-2009_11
Patent number
US07615651B2

Reaction notes

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