Danegaptide Hydrochloride → (2S,4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride monohydrate

HRID 1423864Notes

Reaction equation

HRID 1423864 reaction equation
[ClH:1].[NH2:2][CH2:3][C:4]([N:6]1[CH2:10][C@H:9]([NH:11][C:12](=[O:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][C@H:7]1[C:20]([OH:22])=[O:21])=[O:5]>CC(C)=O.O>[OH2:5].[ClH:1].[NH2:2][CH2:3][C:4]([N:6]1[CH2:10][C@H:9]([NH:11][C:12](=[O:19])[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:8][C@H:7]1[C:20]([OH:22])=[O:21])=[O:5]

Participants

3

Reactant 1

HCID 44563896Danegaptide Hydrochloride

Product 1

HCID 68515358(2S,4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride monohydrate

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

36.5 mg of amorphous (2S,4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride was dissolved in 0.5 mL of an acetone/water (19.5:0.5 ratio by volume) mixed solvent at room temperature. The container was stirred and the crystals that had formed were collected. The crystalline solid was dried at 40-50° C. under vacuum to give crystalline (2S,4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride monohydrate.

Workup

  1. additionmixed solvent at room temperature
  2. customthe crystals that had formed
  3. customwere collected
  4. customThe crystalline solid was dried at 40-50° C. under vacuum

Sources & evidence

ORD record
ord-648ae0f2fcb244fb9b546502a4b87700
Source dataset
uspto-grants-2015_01
Patent number
US08927590B2

Reaction notes

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