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

HRID 1423862Notes

Reaction equation

HRID 1423862 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]>C(O)(C)C.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 21889133Propan-2-ol--water (1/1)Solvent

Procedure

32 mg of amorphous (2S,4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride was dissolved in three volumes of an isopropanol/water (19.5:0.5 ratio by volume) mixed solvent at room temperature. The container was left open, 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. waitThe container was left open
  3. customthe crystals that had formed
  4. customwere collected
  5. customThe crystalline solid was dried at 40-50° C. under vacuum

Sources & evidence

ORD record
ord-86beba2fb8d846608b7d17aec534caa4
Source dataset
uspto-grants-2015_01
Patent number
US08927590B2

Reaction notes

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