Hydrochloric Acid → (2S,3S)-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidine

HRID 481498Notes

Reaction equation

HRID 481498 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@H:10]([NH:14][CH2:15][C:16]2[CH:21]=[C:20]([CH:22]([C:24]#[N:25])[CH3:23])[CH:19]=[CH:18][C:17]=2[O:26][CH3:27])[C@@H:9]1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=O)(C)(C)C.Cl>CCOC(C)=O>[C:24]([CH:22]([C:20]1[CH:19]=[CH:18][C:17]([O:26][CH3:27])=[C:16]([CH:21]=1)[CH2:15][NH:14][C@H:10]1[CH2:11][CH2:12][CH2:13][NH:8][C@H:9]1[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[CH3:23])#[N:25]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57028229(2S,3S)-1-tert-Butoxycarbonyl-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidine

Product 1

HCID 57058185(2S,3S)-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of Compound 18 (280 mg) in AcOEt (6 ml) was added conc. HCl (1 ml). The mixture was stirred at room temperature for 45 minutes. The mixture was extracted with CH2Cl2. The combined extracts were dried (Na2SO4), and concentrated in vacuo to give Compound 19 as a yellow oil.

Workup

  1. extractionThe mixture was extracted with CH2Cl2
  2. dry with materialThe combined extracts were dried (Na2SO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-da6727f056ea473cb0763c7487be1b9a
Source dataset
uspto-grants-1998_08
Patent number
US05789423

Reaction notes

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