Methanol → HCID 54506626, compound

HRID 1871635Notes

Reaction equation

[OH-].[Na+].[CH2:3]([N:5]([CH:8]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][O:24][N:25]=[C:26]([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=3)=[CH:30][CH:29]=2)[CH3:27])=[CH:17][CH:16]=1)[C:9]([O:11]CC)=[O:10])[CH2:6][CH3:7])[CH3:4].CO>O1CCOCC1>[CH2:3]([N:5]([CH:8]([CH2:14][C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH2:23][O:24][N:25]=[C:26]([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][N:35]=3)=[CH:30][CH:29]=2)[CH3:27])=[CH:17][CH:16]=1)[C:9]([OH:11])=[O:10])[CH2:6][CH3:7])[CH3:4]

Participants

Conditions

Temperature: 50 °C

Procedure

2.75 ml of a 1N aqueous sodium hydroxide solution was added to a mixture of 474 mg of ethyl 2-(N,N-diethylamino)-3-[4-[2-[[1-[4-(2-pyridyl)phenyl]ethylidene]aminoxy]ethoxy]phenyl]propionate obtained in Example 7, 5 ml of methanol and 3 ml of dioxane. The resulting mixture was stirred at 50° C. for 18 hours. After the reaction, methanol and dioxane were evaporated under reduced pressure, and then the residue was diluted with water. The pH of the mixture was adjusted to a value of4 by addition of 2.75 ml of 1N hydrochloric acid, and precipitate was collected by filtration. The precipitate was washed with water and isopropyl ether to obtain 440 mg of the desired compound.

Workup

customwere evaporated under reduced pressure
additionthe residue was diluted with water
additionThe pH of the mixture was adjusted to a value of4 by addition of 2.75 ml of 1N hydrochloric acid, and precipitate
filtrationwas collected by filtration
washThe precipitate was washed with water and isopropyl ether

Sources & evidence

ORD record: ord-d7e305eec09e4b6a9ceea124d834ec98
Source dataset: uspto-grants-2000_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06103907

Reaction notes

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