Hydrochloric Acid → HCID 68569999, compound

HRID 2053523

Reaction equation

HRID 2053523 reaction equation
[ClH:1].C(OC([N:9]1[C@H:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C@H:12]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:11]=[C:10]1[N:26]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH3:27])=O)(C)(C)C>CCOC(C)=O>[ClH:1].[C:14]1([C@H:13]2[C@@H:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[NH:11][C:10]([N:26]([CH2:28][C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH3:27])=[N:9]2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 685697692-(N-Methylbenzylamino)-cis-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic Acid Tert-Butyl Ester

Product 1

HCID 68569999HCID 68569999, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Hydrogen chloride is bubbled into a solution of 81 (110 mg, 0.25 mmol) in EtOAc (10 mL) for 1 min, and the solution is stirred at RT for 6 h. The solvent is removed by rotary evaporation, and the residue triturated with Et2O. The insoluble material is dissolved in dichloromethane and Et2O is added, and the precipitate is filtered to give 43 mg of the product 82. 1H NMR (DMSO-d6) δ 9.28 (s, 2H), 7.60-7.30 (m, 5H), 7.25-6.95 (m, 10H), 5.58 (s, 2H), 4.78 (s, 2H), 3.15 (s, 3H); MS: m/z 342 (M++1).

Workup

  1. customThe solvent is removed by rotary evaporation
  2. customthe residue triturated with Et2O
  3. dissolutionThe insoluble material is dissolved in dichloromethane
  4. additionEt2O is added
  5. filtrationthe precipitate is filtered

Sources & evidence

ORD record
ord-6d41629badbf44e9a104e75b090b92c9
Source dataset
uspto-grants-2008_02
Patent number
US07326792B2

Linked notes

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