Hydrochloric Acid → 3-(6-Aminopyridin-3-yl)-2-[1-(2-oxo-1-phenylpyrrolidin-3-yl)-1H-imidazol-4-yl]propionic acid bishydrochloride

HRID 2370922Notes

Reaction equation

HRID 2370922 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH:9]([C:15]2[N:16]=[CH:17][N:18]([CH:20]3[CH2:24][CH2:23][N:22]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[C:21]3=[O:31])[CH:19]=2)[C:10]([O:12]CC)=[O:11])=[CH:4][CH:3]=1.[ClH:32]>O.C(O)C>[ClH:32].[ClH:32].[NH2:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH:9]([C:15]2[N:16]=[CH:17][N:18]([CH:20]3[CH2:24][CH2:23][N:22]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[C:21]3=[O:31])[CH:19]=2)[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69330945Ethyl 3-(6-aminopyridin-3-yl)-2-[1-(2-oxo-1-phenylpyrrolidin-3-yl)-1H-imidazol-4-yl]-propionate

Product 1

HCID 693314653-(6-Aminopyridin-3-yl)-2-[1-(2-oxo-1-phenylpyrrolidin-3-yl)-1H-imidazol-4-yl]propionic acid bishydrochloride

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 23.1 mg (0.06 mmol) of the compound from example 9a in 0.5 ml of water and 0.5 ml of 37% strength hydrochloric acid was treated in a microwave at 180° C. for 3 min. The reaction solution was taken up in ethanol and concentrated under reduced pressure several times. Freeze-drying of the residue taken up in water afforded 19.0 mg of the desired compound in the form of an amorphous solid.

Workup

  1. concentrationconcentrated under reduced pressure several times
  2. customFreeze-drying of the residue

Sources & evidence

ORD record
ord-a79669d830bc438aa56faa116c13af2c
Source dataset
uspto-grants-2014_04
Patent number
US08710232B2

Reaction notes

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