HCID 68313856, compound → HCID 67194221, compound

HRID 1618109Notes

Reaction equation

HRID 1618109 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18](=[O:19])[CH:17]3[CH:20]([C:25]([OH:27])=[O:26])[CH:21]4O[C:16]3([CH:23]=[CH:22]4)[CH:15]2[CH3:28])[CH2:10][CH2:9]1)=O)(C)(C)C>Cl>[CH3:28][CH:15]1[C:16]2[CH:23]=[CH:22][CH:21]=[C:20]([C:25]([OH:27])=[O:26])[C:17]=2[C:18](=[O:19])[N:14]1[CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

3

Reactant 1

HCID 68313856HCID 68313856, compound

Product 1

HCID 67194221HCID 67194221, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

3-(1-Tert-butoxycarbonyl-piperidin-4-yl)-2-methyl-4-oxo-10-oxa-3-aza-tricyclo[5.2.1.0*1,5*]dec-8-ene-6-carboxylic acid (6.6 g, 16.8 mmol) was dissolved in aqueous 37% hydrochloric acid (80 mL) and the resulted solution was refluxed for 3 hours. The solvent was removed under reduced pressure and the residue was diluted with methanol and decanted in order to obtained the desired product as white solid (3.8 g, 82%).

Workup

  1. temperaturethe resulted solution was refluxed for 3 hours
  2. customThe solvent was removed under reduced pressure
  3. additionthe residue was diluted with methanol
  4. customdecanted in order

Sources & evidence

ORD record
ord-155225796cc947a9a6abf579d34c5bf7
Source dataset
uspto-grants-2014_07
Patent number
US08765972B2

Reaction notes

Loading…