2,4-Dichloropyridine → 4-chloro-N-(2-methylpyrazol-3-yl)pyridin-2-amine

HRID 153

反応式

HRID 153 の反応式
Clc1ccnc(Cl)c1.Cn1nccc1N>C1COCCO1.CC(C)(C)[O-].CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd]>Cn1nccc1Nc1cc(Cl)ccn1

参加物

7

反応条件

温度
130 °C

実験手順

TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (1.238 g, 1.35 mmol) was added in one portion to 2,4-dichloropyridine (10g, 67.57 mmol), 1-methyl-1H-pyrazol-5-amine (7.22 g, 74.33 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (2.346 g, 4.05 mmol) and sodium tert-butoxide (9.74 g, 101.36 mmol) in 1,4-dioxane (500 mL) warmed to 130ºC over a period of 10 minutes under nitrogen. The resulting mixture was stirred at 130 °C for 24 hours. The reaction mixture was evaporated to dryness and redissolved in DCM (300 mL), and washed with water (125 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 4% MeOH in DCM. Pure fractions were evaporated to dryness to afford EN01861-14-01 (2.93 g, 20.8 %) as a yellow crystalline solid. EN01861-14-01 (2.93 g) was combined with EN01861-09-01 (2.63g) to give EN01861-14-02 (5.56 g) as a yellow crystalline solid.

出典と根拠

ORDレコード
ord-dfcce3a0a05b417eb954f008fad9e74c
出典データセット
750 AstraZeneca ELN dataset
元リンク
出典を表示

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