Hydrochloric Acid → HCID 11691094, compound

HRID 908982Notes

Reaction equation

HRID 908982 reaction equation
[CH3:1][N:2]([CH3:31])[C:3]1([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[CH2:8][CH2:7][CH:6]([CH2:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH2:5][CH2:4]1.[ClH:32]>CC(CC)=O.C(O)C>[ClH:32].[CH3:31][N:2]([CH3:1])[C:3]1([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[CH2:8][CH2:7][CH:6]([CH2:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH2:5][CH2:4]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 11691095HCID 11691095, compound

Product 1

HCID 11691094HCID 11691094, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6569Methyl Ethyl KetoneSolvent

Procedure

The more polar diastereoisomer of 2-[4-dimethylamino-4-(4-fluorophenyl)cyclohexyl]-N-[2-(1H-indol-3-yl)ethyl]acetamide (224 mg, 0.74 mmol) was dissolved in a mixture of ethyl methyl ketone (15 ml) and ethanol (15 ml), 5 M isopropanolic hydrochloric acid (0.16 ml, 0.795 mmol) was added and the mixture was stirred at RT for 2.5 h. The product was filtered off with suction and obtained in a yield of 75% (181 mg) with an m.p. of 252-255° C.

Workup

  1. additionwas added
  2. filtrationThe product was filtered off with suction
  3. customobtained in a yield of 75% (181 mg) with an m.p. of 252-255° C.

Sources & evidence

ORD record
ord-255ddebb7a4f41da84426ea0ba13b9c3
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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