Sodium Hydroxide → HCID 54519008, compound

HRID 1532343Notes

Reaction equation

HRID 1532343 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](=[O:34])[CH2:23][N:24]([CH:31]3[CH2:33][CH2:32]3)[CH2:25][C:26]([O:28]CC)=[O:27])[N:10]2[CH2:13][CH3:14])=[CH:6][CH:5]=1)(=[NH:3])[NH2:2].[OH-].[Na+]>C(O)C>[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](=[O:34])[CH2:23][N:24]([CH:31]3[CH2:33][CH2:32]3)[CH2:25][C:26]([OH:28])=[O:27])[N:10]2[CH2:13][CH3:14])=[CH:6][CH:5]=1)(=[NH:2])[NH2:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20640423HCID 20640423, compound

Product 1

HCID 54519008HCID 54519008, compoundYield 66.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

40 mg of ethyl 2-[[2-[(S)-2-[2-(6-amidino-1-ethylindol-2-yl)ethyl]pyrrolidinyl]-2-oxoethyl]cyclopropylamino]acetate obtained in Example 43 was dissolved in 50 ml of ethanol, and 2 ml, of 2N NaOH was added thereto. The reaction mixture was stirred for 2 hours and then evaporated under reduced pressure to remove the solvent. The residue was purified with column chromatography [eluent: ethanol] on NH—DM 1020 silica to obtain 25 mg of the title compound as a pale yellow solid.

Workup

  1. customevaporated under reduced pressure
  2. customto remove the solvent
  3. customThe residue was purified with column chromatography [eluent: ethanol] on NH—DM 1020 silica

Sources & evidence

ORD record
ord-1b5c46d145884491b1a07b9c452dbac7
Source dataset
uspto-grants-2001_03
Patent number
US06201006B1

Reaction notes

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