Tetrahydrofuran → HCID 9925134, compound

HRID 1069966Notes

Reaction equation

HRID 1069966 reaction equation
[CH2:1]([NH:4][C:5]1([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]3[CH:26]=[CH:25][C:19]([C:20]([O:22]CC)=O)=[CH:18][CH:17]=3)=[CH:10][CH:9]=2)[CH2:7][CH2:6]1)[CH2:2][CH3:3].[OH-:27].[Na+].O1C[CH2:32][CH2:31][CH2:30]1>C(O)C>[CH2:1]([N:4]([CH2:30][CH2:31][CH3:32])[C:5]1([C:8]2[CH:9]=[CH:10][C:11]([C:14]#[C:15][C:16]3[CH:26]=[CH:25][C:19]([C:20]([OH:22])=[O:27])=[CH:18][CH:17]=3)=[CH:12][CH:13]=2)[CH2:7][CH2:6]1)[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 22568896Ethyl4-[4-(1-propylamino-cyclopropyl)-phenylethynyl]-benzoate2×

Product 1

HCID 9925134HCID 9925134, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using General Procedure I; a solution of ethyl 4-[4-(1-propylamino-cyclopropyl)-phenylethynyl]-benzoate (Compound 107, 40.0 mg, 0.12 mmol) in ethanol (3 mL) and tetrahydrofuran (3 mL) was treated with NaOH (160.0 mg, 4.0 mmols, 2.0 mL of a 2N aqueous solution) and stirred overnight at room temperature. Work-up afforded 25.0 mg (69%) of the title compound as a solid.

Sources & evidence

ORD record
ord-98aecfde01e342ed9c1cb552c3a02571
Source dataset
uspto-grants-2001_06
Patent number
US06252090B1

Reaction notes

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