Sodium Hydroxide → HCID 50994996, compound

HRID 1399677Notes

Reaction equation

[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:15]([CH:16]([CH2:21][CH2:22][CH3:23])[C:17]([O:19]C)=[O:18])=[C:14]([CH3:24])[N:13]=[C:12]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[N:11]=2)=[C:6]([O:31][CH3:32])[CH:5]=1>CO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:15]([CH:16]([CH2:21][CH2:22][CH3:23])[C:17]([OH:19])=[O:18])=[C:14]([CH3:24])[N:13]=[C:12]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:11]=2)=[C:6]([O:31][CH3:32])[CH:5]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A solution of sodium hydroxide 10N (0.2 mL; 2 mmol) was added to a mixture of methyl 2-(4-(4-chloro-2-methoxyphenyl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoate (0.063 g; 0.148 mmol) in methanol (2 mL). The mixture was heated at 60° C. in a sealed tube for 18 h and then concentrated under reduced pressure. The residue was dissolved in water and the pH of the solution was adjusted between 2 and 3 by addition of a solution of hydrochloric acid 6N until a precipitate formed. The precipitate was collected by filtration and dried under reduced pressure over phosphorus pentoxide to afford 0.048 g (77%) of the title compound as a white solid.

Workup

concentrationconcentrated under reduced pressure
dissolutionThe residue was dissolved in water
additionthe pH of the solution was adjusted between 2 and 3 by addition of a solution of hydrochloric acid 6N until a precipitate
customformed
filtrationThe precipitate was collected by filtration
dry with materialdried under reduced pressure over phosphorus pentoxide

Sources & evidence

ORD record: ord-fb8b85f7c13b489287cf433895c74732
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08906906B2

Reaction notes

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