Hydrochloric Acid → HCID 18349138, compound

HRID 2268619Notes

Reaction equation

HRID 2268619 reaction equation
C[O:2][C:3](=[O:40])[CH2:4][CH2:5][N:6]([C:11](=[O:39])[C:12]1[CH:17]=[C:16]([Cl:18])[CH:15]=[C:14]([O:19][CH2:20][CH2:21][N:22]([C:29]([O:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:30])C2C=CC=CN=2)[CH:13]=1)[C:7]([CH3:10])([CH3:9])[CH3:8].[OH-].[Na+].Cl.O1[CH2:49][CH2:48]OCC1>O>[CH2:32]([O:31][C:29]([N:22]([C:49]1[CH:48]=[CH:7][N:6]=[CH:5][CH:4]=1)[CH2:21][CH2:20][O:19][C:14]1[CH:13]=[C:12]([CH:17]=[C:16]([Cl:18])[CH:15]=1)[C:11]([N:6]([C:7]([CH3:9])([CH3:8])[CH3:10])[CH2:5][CH2:4][C:3]([OH:2])=[O:40])=[O:39])=[O:30])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 54068930HCID 54068930, compound

Product 1

HCID 18349138HCID 18349138, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a stirred solution of 3-({3-[2-(benzyloxycarbonyl-pyridin-yl-amino)-ethoxy]-5-chloro-benzoyl}-tert-butyl-amino)-propionic acid methyl ester (0.038 g) in a mixture of 1,4-dioxane (1 ml) and water (0.5 ml) was added 2M sodium hydroxide solution (0.066 ml). The reaction mixture was stirred at room temperature for 1 h, neutralised by the addition of 2M hydrochloric acid (0.066 ml) and then concentrated under reduced pressure. The residue was partitioned between ethyl acetate and brine, the aqueous layer was removed and the organic layer was dried over sodium sulphate and then concentrated under reduced pressure gave the title compound as a white solid (0.034 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was partitioned between ethyl acetate and brine
  3. customthe aqueous layer was removed
  4. dry with materialthe organic layer was dried over sodium sulphate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f3d77fb0a75d4936b23012c0473961d0
Source dataset
uspto-grants-2001_12
Patent number
US06326386B1

Reaction notes

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