4-Fluoro-3-methoxyaniline → N-(4-fluoro-3-methoxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]propanamide

HRID 880094Notes

Reaction equation

HRID 880094 reaction equation
[N:1]1([C:7]2[N:8]=[C:9]([CH:14]([CH3:18])[C:15]([O-:17])=O)[NH:10][C:11](=[O:13])[CH:12]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Na+].[F:20][C:21]1[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][C:22]=1[O:28][CH3:29]>>[F:20][C:21]1[CH:27]=[CH:26][C:24]([NH:25][C:15](=[O:17])[CH:14]([C:9]2[NH:10][C:11](=[O:13])[CH:12]=[C:7]([N:1]3[CH2:2][CH2:3][O:4][CH2:5][CH2:6]3)[N:8]=2)[CH3:18])=[CH:23][C:22]=1[O:28][CH3:29]

Participants

3

Reactant 2

HCID 27745334-Fluoro-3-methoxyanilineHCID 136352188Sodium 2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]propanoate

Product 1

HCID 136352190N-(4-fluoro-3-methoxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]propanamideYield 21.9%

Procedure

The product is prepared according to the procedure described in Example 5, using 100 mg of sodium 2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]propanoate and 195 mg of 4-fluoro-3-methoxyaniline in place of the 2,4-difluoroaniline. 30 mg of N-(4-fluoro-3-methoxyphenyl)-2-[4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidin-2-yl]propanamide are obtained in the form of a white solid, the characteristics of which are the following:

Workup

  1. customThe product is prepared

Sources & evidence

ORD record
ord-397324a0b6b644a7a03335793d95ab99
Source dataset
uspto-grants-2015_03
Patent number
US08993565B2

Reaction notes

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