Sodium Hydroxide → HCID 23683387, compound

HRID 1069671Notes

Reaction equation

HRID 1069671 reaction equation
[CH3:1][O:2][C:3]1[CH:7]=[CH:6][NH:5][C:4]=1/[CH:8]=[C:9]1\[C:10](=[O:25])[NH:11][C:12]2[C:17]\1=[C:16]([C:18]#[C:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23])[CH:15]=[CH:14][CH:13]=2.[OH-].[Na+:27]>O1CCCC1>[Na+:27].[CH3:1][O:2][C:3]1[CH:7]=[CH:6][NH:5][C:4]=1/[CH:8]=[C:9]1\[C:10](=[O:25])[NH:11][C:12]2[C:17]\1=[C:16]([C:18]#[C:19][CH2:20][CH2:21][C:22]([O-:24])=[O:23])[CH:15]=[CH:14][CH:13]=2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9797846(Z)-5-[2,3-Dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2-oxo-1H-indol-4-yl]-4-pentynoic acid

Product 1

HCID 23683387HCID 23683387, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(Z)-5-[2,3-Dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2-oxo-1H-indol-4-yl]-4-pentynoic acid (100 mg, 3 mmol) (from Example 10 above) was dissolved in tetrahydrofuran (1 mL), and 1N sodium hydroxide (3 mL) was added. The resulting product, (Z)-5-[2,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2-oxo-1H-indol-4-yl]-4-pentynoic acid sodium salt, was purified via reverse-phase HPLC (acetonitrile—water over 15 minutes).

Workup

  1. customThe resulting product, (Z)-5-[2,3-dihydro-3-[(3-methoxy-1H-pyrrol-2-yl)methylene]-2-oxo-1H-indol-4-yl]-4-pentynoic acid sodium salt, was purified via reverse-phase HPLC (acetonitrile—water over 15 minutes)

Sources & evidence

ORD record
ord-6e51d0a6e70441fd9eae328f627e5354
Source dataset
uspto-grants-2001_06
Patent number
US06252086B1

Reaction notes

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