Hydrochloric Acid → HCID 70105295, compound

HRID 2305233Notes

Reaction equation

HRID 2305233 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][NH:9][C:10](=[O:41])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][C@@H:18]2[CH2:23][CH2:22][CH2:21][CH:20]=[C:19]2[C:24]2[O:25][C:26]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:28]=2)[CH:12]=1.[ClH:42]>C(OCC)C.CCOC(C)=O>[ClH:42].[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][NH:9][C:10](=[O:41])[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][C@@H:18]2[CH2:23][CH2:22][CH2:21][CH:20]=[C:19]2[C:24]2[O:25][C:26]([C:35]3[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=3)=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[N:28]=2)[CH:12]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 70105296HCID 70105296, compound

Product 1

HCID 70105295HCID 70105295, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of (S)-N-[2-(2-pyridyl)ethyl]-3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzamide (130 mg, 0.241 mmol) in ethyl ether (4 ml) was added 4N hydrogen chloride in EtOAc (0.5 ml) at room temperature. The solvent was removed in vacuo and the resulting solid was collected, washed with ethyl ether, and dried to give (S)-N-[2-(2-pyridyl)ethyl]-3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzamide hydrochloride (135.2 mg, 97%).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe resulting solid was collected
  3. washwashed with ethyl ether
  4. customdried

Sources & evidence

ORD record
ord-27b33b33b45a4ee18d5e383024fcae9e
Source dataset
uspto-grants-2002_08
Patent number
US06437146B1

Reaction notes

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