Hydrochloric Acid → HCID 118692887, compound

HRID 59649Notes

Reaction equation

HRID 59649 reaction equation
C(OC(=O)[NH:7][CH:8]([C:27]1[CH:32]=[CH:31][C:30]([C:33]#[N:34])=[CH:29][C:28]=1[S:35]([CH3:38])(=[O:37])=[O:36])[C:9]1[C:14](=[O:15])[CH2:13][CH2:12][CH2:11][C:10]=1[NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=1)(C)(C)C.[ClH:40]>O1CCOCC1.C(OC)(C)(C)C>[ClH:40].[NH2:7][CH:8]([C:9]1[C:14](=[O:15])[CH2:13][CH2:12][CH2:11][C:10]=1[NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:24])[F:25])[CH:18]=1)[C:27]1[CH:32]=[CH:31][C:30]([C:33]#[N:34])=[CH:29][C:28]=1[S:35]([CH3:38])(=[O:37])=[O:36]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 118692896{(4-Cyano-2-methanesulfonyl-phenyl)-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-carbamic acid tert-butyl ester2×

Product 1

HCID 118692887HCID 118692887, compound

Reagents, catalysts & solvents 2

HCID 15413tert-Butyl methyl etherSolventHCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of {(4-cyano-2-methanesulfonyl-phenyl)-[6-oxo-2-(3-trifluoromethyl-phenylamino)-cyclohex-1-enyl]-methyl}-carbamic acid tert-butyl ester (INTERMEDIATE 16, 976 mg, 1.73 mmol) in 1,4-dioxane (2.0 mL) is added a solution of hydrogen chloride in 1,4-dioxane (4 M, 3.46 mL, 13.85 mmol) and the mixture is stirred at room temperature for 3 h. The reaction mixture is diluted with tert-butylmethylether and the precipitate is filtered off, washed with tert-butylmethylether and dried. Yield: 529 mg. ESI mass spectrum: [M+H]+=464; Retention time HPLC: 0.47 min (X012_S01).

Workup

  1. filtrationthe precipitate is filtered off
  2. washwashed with tert-butylmethylether
  3. customdried
  4. custom0.47 min (X012_S01)

Sources & evidence

ORD record
ord-50a73aea2291455e8a9dabbab748c7c0
Source dataset
uspto-grants-2016_09
Patent number
US09440930B2

Reaction notes

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