Oxalic Acid → 4-amino-2-(4,4-dimethyl-2-oxo-1-imidazolidinyl)-pyrimidine-5-carboxylic acid N-(2-methoxyethyl)-N-(3-trifluoromethylphenyl)amide

HRID 1898929Notes

Reaction equation

HRID 1898929 reaction equation
[C:1]([C:3]([C:16](=[O:32])[N:17]([CH2:28][CH:29]1CC1)[C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=1)=[CH:4][NH:5][C:6](=[NH:15])[N:7]1[CH2:11][C:10]([CH3:13])([CH3:12])[NH:9][C:8]1=[O:14])#[N:2].C(O)(=O)[C:34](O)=[O:35]>C(O)(=O)C>[CH3:34][O:35][CH2:29][CH2:28][N:17]([C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:26])([F:25])[F:27])[CH:19]=1)[C:16]([C:3]1[C:1]([NH2:2])=[N:15][C:6]([N:7]2[CH2:11][C:10]([CH3:12])([CH3:13])[NH:9][C:8]2=[O:14])=[N:5][CH:4]=1)=[O:32]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 178428592HCID 178428592, compound

Product 1

HCID 545727414-amino-2-(4,4-dimethyl-2-oxo-1-imidazolidinyl)-pyrimidine-5-carboxylic acid N-(2-methoxyethyl)-N-(3-trifluoromethylphenyl)amideYield 146.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

As in Example 118 and starting from 4.52 g (10 mmol) of a compound II (R1, R2 =CH3 ; R3, R5, R6 =H; R4 =CH3OCH2CH2), 360 mg of anhydrous oxalic acid and 7 ml of glacial acetic acid, 2.65 g (=58.6% yield) of pure 4-amino-2-(4,4-dimethyl-2-oxo-1-imidazolidinyl)-pyrimidine-5-carboxylic acid N-(2-methoxyethyl)-N-(3-trifluoromethylphenyl)amide were obtained, melting point 192°-93°.

Sources & evidence

ORD record
ord-9db74cc38b154f73ba022bba32f9cec3
Source dataset
uspto-grants-1996_11
Patent number
US05571816

Reaction notes

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