HCID 54450420, compound → HCID 70106345, compound

HRID 1532349Notes

Reaction equation

HRID 1532349 reaction equation
[C:1]([C:4]1[CH:12]=[C:11]2[C:7]([CH:8]=[C:9]([CH2:15][CH2:16][C@@H:17]3[CH2:21][CH2:20][CH2:19][N:18]3[C:22]([C@H:24]3[CH2:28][CH2:27][CH2:26][N:25]3[CH:29]([CH2:33][CH2:34]O)[C:30]([OH:32])=[O:31])=[O:23])[N:10]2[CH2:13][CH3:14])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2]>Cl>[CH2:13]([N:10]1[C:11]2[C:7](=[CH:6][CH:5]=[C:4]([C:1]([NH2:2])=[NH:3])[CH:12]=2)[CH:8]=[C:9]1[CH2:15][CH2:16][C@@H:17]1[CH2:21][CH2:20][CH2:19][N:18]1[C:22]([C@H:24]1[CH2:28][CH2:27][CH2:26][N:25]1[CH:29]1[CH2:33][CH2:34][O:32][C:30]1=[O:31])=[O:23])[CH3:14]

Participants

3

Reactant 1

HCID 54450420HCID 54450420, compound

Product 1

HCID 70106345HCID 70106345, compoundYield 55.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

130 mg(0.269 mmole) of 2-[(R)-2-[[(S)-2-[2-(6-amidino-1-ethylindol-2-yl)ethyl]pyrrolidinyl]carbonyl]pyrrolidinyl]-4-hydroxybutanoic acid was dissolved in 5 ml of 3N—HCl, and the resulting solution was stirred for 18 hours at room temperature and then evaporated under reduced pressure to remove the solvent. The residue was purified with column chromatography [eluent: ethyl acetate/methanol(3:1) on NH-DM1020 silica to obtain 70 mg of the title compound as a white solid.

Workup

  1. customevaporated under reduced pressure
  2. customto remove the solvent
  3. customThe residue was purified with column chromatography [eluent

Sources & evidence

ORD record
ord-866f55a1f4544358855fc04c09a0a6ed
Source dataset
uspto-grants-2001_03
Patent number
US06201006B1

Reaction notes

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