反応 #70282

反応方程式

methyl 2-amino-5-cyclopropylbenzoate

Cs2CO3

5-bromo-2-chloropyrimidine

Xantphos

→

expected product

Methyl 2-(2-chloropyrimidin-5-ylamino)-5-cyclopropylbenzoate

溶媒

dioxane

ethyl acetate

Water

反応条件

後処理

1. 1
   抽出The aqueous phase was extracted again with more ethyl acetate
2. 2
   洗浄The organic phase was washed with water and brine
3. 3
   その他dried
4. 4
   ろ過filtered
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The crude mixture was purified by reverse chromatography (Water: MeOH/AcN 1:1 from 0% to 100%)
7. 7
   その他affording

実験手順

In a schlenck tube, a mixture of methyl 2-amino-5-cyclopropylbenzoate (described in Intermediate 8 (step A) (26.15 mmol, 5 g), 5-bromo-2-chloropyrimidine (26.93 mmol, 5.21 g), Xantphos (1.07 mmol, 0.6 g), Pd2(dba)3 (1.07 mmol, 0.6 g) and Cs2CO3 (36.65 mmol, 11.9 g) in dioxane (210 ml) was heated at 100° C. overnight. Water and ethyl acetate were added to the reaction crude. The aqueous phase was extracted again with more ethyl acetate. The organic phase was washed with water and brine, dried, filtered and concentrated in vacuo. The crude mixture was purified by reverse chromatography (Water: MeOH/AcN 1:1 from 0% to 100%) affording 6 g (60% of yield) of the expected product.

出典