Hydrochloric Acid → HCID 18677669, compound

HRID 1634261Notes

Reaction equation

HRID 1634261 reaction equation
[ClH:1].C([Cl:5])(=O)C.[CH2:6]([O:13][C:14]([N:16]([CH:20]1[CH2:25][CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22][CH2:21]1)[CH2:17][CH2:18][CH3:19])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CO>[ClH:5].[ClH:1].[CH2:6]([O:13][C:14]([N:16]([CH:20]1[CH2:21][CH2:22][NH:23][CH2:24][CH2:25]1)[CH2:17][CH2:18][CH3:19])=[O:15])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 186776841,1-Dimethylethyl 4-[[(phenylmethoxy)carbonyl]propylamino]-1-piperidinecarboxylate

Product 1

HCID 18677669HCID 18677669, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2.4 mmol of HCl in 2 mL of methanol (prepared by the addition of 0.17 mL of acetyl chloride at 0° C. and stirring for 10 min) was added 90 mg of 4-(N-(benzyloxycarbonyl)-N-(prop-1-yl)amino)-1-t-butoxycarbonylpiperidine. The mixture was stirred at rt for 16 h at which time the reaction was complete by TLC (20% ethyl acetate/hexanes) and was evaporated to dryness in vacuo to afford 75 mg of the title compound as the di-hydrochloride salt and which was used in the above reductive alkylations.

Workup

  1. stirringThe mixture was stirred at rt for 16 h at which time the reaction
  2. customwas evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-744fec5a3ae5472ea1412104cfa59c88
Source dataset
uspto-grants-2003_01
Patent number
US06506777B1

Reaction notes

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