Hydrochloric Acid → HCID 86605812, compound

HRID 2221857Notes

Reaction equation

[CH2:1]([O:3][P:4](/[CH:9]=[CH:10]/[C:11]1[C:12]([O:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([O:34][CH2:35][C:36]3[N:37]=[C:38]([C:42]4[O:43][CH:44]=[CH:45][CH:46]=4)[O:39][C:40]=3[CH3:41])=[C:28]([CH:33]=2)[C:29]([O:31]C)=[O:30])=[N:13][N:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:15]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].O1CCCC1.[OH-].[Na+].Cl>O.C(O)C>[CH2:7]([O:6][P:4](/[CH:9]=[CH:10]/[C:11]1[C:12]([O:22][CH2:23][C:24]2[CH:25]=[CH:26][C:27]([O:34][CH2:35][C:36]3[N:37]=[C:38]([C:42]4[O:43][CH:44]=[CH:45][CH:46]=4)[O:39][C:40]=3[CH3:41])=[C:28]([CH:33]=2)[C:29]([OH:31])=[O:30])=[N:13][N:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:15]=1)([O:3][CH2:1][CH3:2])=[O:5])[CH3:8]

Participants

Conditions

Temperature: 50 °C

Procedure

To a mixture of methyl 5-[({4-[(E)-2-(diethoxyphosphoryl)ethenyl]-1-phenyl-1H-pyrazol-3-yl}oxy)methyl]-2-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzoate (0.40 g), tetrahydrofuran (2 mL) and ethanol (2 mL) was added 1N aqueous sodium hydroxide solution (1 mL), and the mixture was stirred at 50° C. for 1 hr. 1N Hydrochloric acid (1 mL) and water were added to the reaction mixture, and the precipitated crystals were collected by filtration to give 5-[({4-[(E)-2-(diethoxyphosphoryl)ethenyl]-1-phenyl-1H-pyrazol-3-yl}oxy)methyl]-2-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}benzoic acid as colorless crystals (0.29 g, yield 74%). Recrystallization from tetrahydrofuran-hexane gave colorless prism crystals. melting point: 169-170° C.

Workup

filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record: ord-726cd8da14b7414f9d21bedf1db62dd1
Source dataset: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07368578B2

Reaction notes

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