Hydrochloric Acid → HCID 131733251, compound

HRID 509905Notes

Reaction equation

HRID 509905 reaction equation
FC(F)(F)C([O-])=O.C(OC([NH:15][C@H:16]1[CH2:21][CH2:20][CH2:19][N+:18]([CH2:38][CH2:39][CH2:40][C:41]2[CH:46]=[CH:45][C:44]([O:47][CH2:48][C:49](=O)[N:50]([CH3:52])[CH3:51])=[CH:43][CH:42]=2)([CH2:22][CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH2:32][C:33](=O)[N:34]([CH3:36])[CH3:35])=[CH:27][CH:26]=2)[CH2:17]1)=O)(C)(C)C.[ClH:54]>O1CCCC1>[ClH:54].[ClH:54].[Cl-:54].[NH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][N+:18]([CH2:22][CH2:23][CH2:24][C:25]2[CH:26]=[CH:27][C:28]([O:31][CH2:32][CH2:33][N:34]([CH3:35])[CH3:36])=[CH:29][CH:30]=2)([CH2:38][CH2:39][CH2:40][C:41]2[CH:42]=[CH:43][C:44]([O:47][CH2:48][CH2:49][N:50]([CH3:52])[CH3:51])=[CH:45][CH:46]=2)[CH2:17]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 117856372HCID 117856372, compound

Product 1

HCID 131733251HCID 131733251, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(S)-3-tert-butoxycarbonylamino-1,1-bis-[3-(4-dimethylcarbamoylmethoxy-phenyl)-propyl]-piperidinium trifluoroacetate (150 mg, 0.2 mmol) is dissolved in tetrahydrofurane (2 ml) and 4 M HCl (2 ml), stirred at 50° C. for 30 minutes and concentrated in vacuo. The residue is dissolved in dioxane (10 ml), a solution of lithiumaluminumhydydride (200 μl, 0.2 mmol) is added and stirred at room temperature for 2 h. 1 M HCl (1 ml) is added to the reaction mixture and concentrated in vacuo. LC (method L): tR=0.63 min; Mass spectrum (ESI+): m/z=511 [M]+.

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue is dissolved in dioxane (10 ml)
  3. additiona solution of lithiumaluminumhydydride (200 μl, 0.2 mmol) is added
  4. addition1 M HCl (1 ml) is added to the reaction mixture
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-fee19427e3f247dda64ed43d63e5fdcc
Source dataset
uspto-grants-2015_08
Patent number
US09096548B2

Reaction notes

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