Hydrochloric Acid → HCID 69948134, compound

HRID 2268605Notes

Reaction equation

HRID 2268605 reaction equation
FC(F)(F)C(O)=O.C[O:9][C:10](=[O:43])[CH2:11][CH2:12][N:13]([C:17](=[O:42])[C:18]1[CH:23]=[C:22]([Cl:24])[CH:21]=[C:20]([O:25][CH2:26][CH2:27][N:28]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[C:29]2[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=2)[CH:19]=1)[CH:14]([CH3:16])[CH3:15].[OH-].[Na+].Cl>O1CCOCC1>[ClH:24].[C:38]([O:37][C:35]([N:28]([C:29]1[CH:30]=[CH:31][N:32]=[CH:33][CH:34]=1)[CH2:27][CH2:26][O:25][C:20]1[CH:19]=[C:18]([CH:23]=[C:22]([Cl:24])[CH:21]=1)[C:17]([N:13]([CH:14]([CH3:16])[CH3:15])[CH2:12][CH2:11][C:10]([OH:43])=[O:9])=[O:42])=[O:36])([CH3:40])([CH3:41])[CH3:39]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69947332HCID 69947332, compound

Product 1

HCID 69948134HCID 69948134, compoundYield 142.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3-({3-[2-(tert-butoxycarbonyl-pyridin-4-yl-amino)-ethoxy]-5-chloro-benzoyl}-isopropyl-amino)-propionic acid methyl ester trifluoroacetate (0.33 g) in dioxan (3 ml) was added 2M sodium hydroxide 0.95 ml, and the resultant solution was stirred at room temperature for 3 h. 1M Hydrochloric acid (ca. 4 ml) was added and the resultant suspension extracted with ethyl acetate. The combined, dried (MgSO4) extracts were concentrated under reduced pressure to give the title compound (0.201 g) as a colourless oil.

Workup

  1. extractionthe resultant suspension extracted with ethyl acetate
  2. dry with materialdried (MgSO4) extracts
  3. concentrationwere concentrated under reduced pressure

Sources & evidence

ORD record
ord-e0c6f6ac695344f787cc621eac8039d5
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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