HCID 22568957, compound → HCID 9925134, compound

HRID 381125Notes

Reaction equation

HRID 381125 reaction equation
C([O:3][C:4](=[O:29])[C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]3([N:22]([CH2:26][CH2:27][CH3:28])[CH2:23][CH2:24][CH3:25])[CH2:21][CH2:20]3)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)C>C(O)C.O1CCCC1>[CH2:26]([N:22]([CH2:23][CH2:24][CH3:25])[C:19]1([C:16]2[CH:17]=[CH:18][C:13]([C:12]#[C:11][C:8]3[CH:7]=[CH:6][C:5]([C:4]([OH:29])=[O:3])=[CH:10][CH:9]=3)=[CH:14][CH:15]=2)[CH2:20][CH2:21]1)[CH2:27][CH3:28]

Participants

4

Reactant 1

HCID 22568957HCID 22568957, compound2×

Product 1

HCID 9925134HCID 9925134, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Using General Procedure I; a solution of ethyl4-[4-(1-dipropylamino-cyclopropyl)-phenylethynyl]-benzoate (Compound 109, 51.0 mg, 0.13 mmol) in ethanol (3 mL) and tetrahydrofuran (3 mL) was treated with NAOH (80.0 mg, 2.0 mmols, 2.0 mL of a 1N aqueous solution) and stirred overnight at room temperature. Work-up afforded 32.0 mg (70%) of the title compound as a colorless solid.

Sources & evidence

ORD record
ord-8af41cd4dddc44c1a52a58a6bf0e002a
Source dataset
uspto-grants-2001_10
Patent number
US06303785B1

Reaction notes

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