Hydrochloric Acid → HCID 67036889, compound

HRID 216055Notes

Reaction equation

HRID 216055 reaction equation
[CH2:1]([O:8][CH2:9][C:10]1([C:23](=[O:37])[NH:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([O:31][C:32](=[O:36])[N:33]([CH3:35])[CH3:34])[CH:26]=2)[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.C([O-])(O)=O.[Na+]>C(O)(C)C>[CH3:34][N:33]([CH3:35])[C:32](=[O:36])[O:31][C:27]1[CH:28]=[CH:29][CH:30]=[C:25]([NH:24][C:23]([C:10]2([CH2:9][O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)=[O:37])[CH:26]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 68994501HCID 68994501, compound

Product 1

HCID 67036889HCID 67036889, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

tert-Butyl 4-(benzyloxymethyl)-4-(3-(dimethylcarbamoyloxy)phenylcarbamoyl)piperidine-1-carboxylate from step C (0.25 g, 0.49 mmol) was dissolved in isopropanol, treated with 4 N HCl, and stirred for two hours. The reaction mixture was adjusted to pH 7-8 with NaHCO3, and then extracted with Et2O. The organic extracts were concentrated under vacuum to give the title compound (0.2 g, 100%). MS (ES+) [M+H]+=412.

Workup

  1. extractionextracted with Et2O
  2. concentrationThe organic extracts were concentrated under vacuum

Sources & evidence

ORD record
ord-068503359ad540b49e80ea18002cbdaf
Source dataset
uspto-grants-2012_06
Patent number
US08193202B2

Reaction notes

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