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ChemicalBook CAS DataBase List (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide
1197953-49-3

(2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide synthesis

3synthesis methods
25 mL of a one-necked flask was added DMF (3 mL), 2,5,6-trichloro pyrimidine (0.72 g, 3.9 mmol) was added successively with stirring,2- (dimethylphosphonino) aniline (0.5 g, 3 mmol)Anhydrous potassium carbonate (0.62 g, 4.5 mmol), heated to 60 ° C and stirred for 4 h.(30 mL x 2), the organic phase was combined, washed with water (60 mL x 2), and the organic layer was dried over anhydrous sodium sulfate, and the organic layer was washed with ethyl acetate (30 mL) and water (30 mL) Filtered and concentrated, and the residue was passed through a silica gel column to give 0.8 g of a pale yellow solid (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide.
(2-Aminophenyl)dimethylphosphine Oxide

1197953-47-1
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5750-76-5 Synthesis
2,4,5-Trichloropyrimidine

5750-76-5
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(2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide

1197953-49-3
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Yield:1197953-49-3 90.3%

Reaction Conditions:

with dipotassium hydrogenphosphate in N,N-dimethyl-formamide at 65; for 4 h;

Steps:

1 Example 1Synthesis of Intermediate 1 (2,5-dichloro-N-(2-(dimethylphosphine)phenyl)pyrimidine-4-amine).

Combine 2,4,5-trichloropyrimidine (AP-2) (15.2g, 83mmol), 2,4,5-trichloropyrimidine and 2-(dimethyloxyphosphoryl)aniline (AP-1) (9.4 g, 55.6 mmol, and K2HPO4 (15.3 g, 110 mmol) in a suspension (55 mL) in DMF, stirred at 65° C. for 4 hours. After cooling, the reaction mixture was filtered, the filter cake was washed with ethyl acetate (20 ml), and the filtrate was evaporated. Dissolve the residue in ethyl acetate (50ml), extract three times with saturated sodium chloride solution (3×100ml), combine the organic centers, spin to concentrate to a yellow-white solid, and beat three times with PE (3×20ml),The desired product 12.0 g AP-3 was obtained as a yellow-white solid. Yield: 90.3%, HPLC purity>98.0%.

References:

CN111138492,2020,A Location in patent:Paragraph 0048-0050

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