Hydrochloric Acid → HCID 18677713, compound

HRID 2301753Notes

Reaction equation

HRID 2301753 reaction equation
Cl.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.C(OCC)(=O)C>CO>[ClH:5].[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

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 8857Ethyl AcetateHCID 186776841,1-Dimethylethyl 4-[[(phenylmethoxy)carbonyl]propylamino]-1-piperidinecarboxylate

Product 1

HCID 18677713HCID 18677713, 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 in hexanes) and was evaporated to dryness in vacuo to afford 75 mg of the title compound as the hydrochloride salt.

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-1582f23a9f554cf6b8fcc8c7eb9f8182
Source dataset
uspto-grants-2002_12
Patent number
US06500844B1

Reaction notes

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