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With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate In toluene at 110℃; for 12h;
1 [Synthesis example 1] Synthesis of compound Inv 5
Core (5.0 g, 13.95 mmol) obtained in Step 3 of [Preparation Example 1] and 2-(3'-chloro-[1,1'-biphenyl]-4-yl)-4,6-diphenyl-1,3,5-triazine (4.61 g, 16.74 mmol)and Pd(OAc)2 (0.094 g, 0.41 mmol), P(t-Bu)3 (0.28 g, 13.95 mmol),sodium tert-butoxide (2.68 g, 27.89 mmol) was added to 80 ml toluene and the mixture was stirred at 110 ° C for 12 hours. After completion of the reaction, the reaction mixture was extracted with methylene chloride, and the mixture was filtered with MgSO4. After removing the solvent of the filtered organic layer, Inv 5 (6.8 g, yield 65%) was obtained by column chromatography.
With palladium diacetate; caesium carbonate; XPhos In ethanol; water; toluene for 4h; Heating;
11 [Synthesis Example 11] Synthesis of Compound 48
2.3 g of 2- (3'-chloro-[1,1 '-biphenyl]-4-yl)-4,6-diphenyl-1,3,5-triazine and 2.4g of the compound SAF- 3B and 3.0 g of Cs2CO3 were mixed, 60 ml of toluene, 12 ml of ethanol and 12 ml of water were added, and then 55 mg of Pd(OAc) 2 and 250 mg of Xphos were added and the mixture was heated and stirred for 4 hours. After completion of the reaction, the temperature was lowered to room temperature and then filtered. The filtrate was poured into water and extracted with chloroform. The organic layer was dried over MgSO4, concentrated under reduced pressure, and then subjected to column chromatography with THF: Hex = 1: 3 to obtain Compound 48 (2.6 g, yield: 63%).
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water for 12h; Reflux;
41 [Synthesis Example 41] Synthesis of Compound A-41
Target compound of Preparation Example 6 (5.0 g, 11.7 mmol), 2-(3'-chloro-[1,1'-biphenyl]-4-yl)-4,6-diphenyl-1,3,5-triazine ( 6.4 g, 15.2 mmol) and Pd(PPh3)4(0.7 g, 0.6 mmol), K2CO3(4.9 g, 35.2 mmol) wereadded to a mixtureof THF 100ml and H2O 30ml and heated to reflux for 12 hours. .After completion of the reaction, the mixture was extracted with methylene chloride, MgSO4was added and filtered.After removing the solvent of the filtered organic layer, A-41 (4.4 g, yield 55%) as a target compound was obtained using column chromatography.
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