Hydrochloride methanol → (2S,3S)-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidine Dihydrochloride

HRID 481499Notes

Reaction equation

HRID 481499 reaction equation
[C:1]([CH:3]([C:5]1[CH:6]=[CH:7][C:8]([O:25][CH3:26])=[C:9]([CH:24]=1)[CH2:10][NH:11][C@H:12]1[CH2:17][CH2:16][CH2:15][NH:14][C@H:13]1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:4])#[N:2].[ClH:27].CO>C(Cl)Cl>[ClH:27].[ClH:27].[C:1]([CH:3]([C:5]1[CH:6]=[CH:7][C:8]([O:25][CH3:26])=[C:9]([CH:24]=1)[CH2:10][NH:11][C@H:12]1[CH2:17][CH2:16][CH2:15][NH:14][C@H:13]1[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH3:4])#[N:2]

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 57058185(2S,3S)-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidine

Product 1

HCID 70137377(2S,3S)-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidine DihydrochlorideYield 36%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Compound 19 in CH2Cl2 (10 ml) was added an excess amount of 10% HCl-MeOH (6 ml). After the solvent was evaporated in vacuo, the residual solid was recrystallized from IPA to give Compound 20 (90 mg, 36%; three steps) as a colorless crystal.

Workup

  1. customAfter the solvent was evaporated in vacuo
  2. customthe residual solid was recrystallized from IPA

Sources & evidence

ORD record
ord-ff58c4da75c8438f812de679d37af8ce
Source dataset
uspto-grants-1998_08
Patent number
US05789423

Reaction notes

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