Sodium Hydroxide → HCID 10269185, compound

HRID 1936171Notes

Reaction equation

HRID 1936171 reaction equation
[CH:1]1([N:4]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]3[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25]C)=[O:24])=[CH:18][CH:17]=3)=[CH:10][C:9]=2[CH3:27])[CH2:5][CH3:6])[CH2:3][CH2:2]1.[OH-].[Na+].O.CC#N>C(O)C.O1CCCC1>[CH:1]1([N:4]([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]3[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=[O:24])=[CH:18][CH:17]=3)=[CH:10][C:9]=2[CH3:27])[CH2:5][CH3:6])[CH2:2][CH2:3]1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 18340273Methyl(4-{4-[(cyclopropyl-ethyl-amino)methyl]-3-methyl-phenylethynyl}-phenyl)-acetate2×HCID 18373917Acetonitrile--water (1/1)

Product 1

HCID 10269185HCID 10269185, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Using General Procedure I; a solution of methyl (4-{4-[(cyclopropyl-ethyl-amino)-methyl]-3-methyl-phenylethynyl}-phenyl)-acetate (Compound 129, 140.0 mg, 0.39 mmol) in ethanol (5 mL) and tetrahydrofuran (5 mL) was treated with NaOH (360.0 mg, 9.0 mmols, 3.0 mL of a 3N aqueous solution) and stirred overnight at room temperature. Work-up followed by HPLC (Partisil-10 pac 10% H2O—CH3CN) afforded the title compound.

Sources & evidence

ORD record
ord-14df45eae98248b9b7d97368f675539b
Source dataset
uspto-grants-2002_05
Patent number
US06387951B1

Reaction notes

Loading…