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2-Bromo-4-nitroanisole → 5-chloro-N-(2-methoxy-5-nitrophenyl)-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-amine

HRID 419
ノート
印刷プレビュー

反応式

HRID 419 の反応式
COc1ccc([N+](=O)[O-])cc1Br.Nc1ncc(Cl)c(-c2cnn3ccccc23)n1>C1COCCO1.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.O=C([O-])[O-].[Cs+].[Cs+].[Pd].[Pd]>COc1ccc([N+](=O)[O-])cc1Nc1ncc(Cl)c(-c2cnn3ccccc23)n1
参加物反応条件実験手順出典と根拠反応ノート

参加物

7

反応物 2

HCID 788702-Bromo-4-nitroanisoleHCID 1414749585-Chloro-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-amine

生成物 1

HCID 732925485-chloro-N-(2-methoxy-5-nitrophenyl)-4-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-2-amine収率 4%

試薬・触媒・溶媒 4

HCID 10796Cesium carbonate試薬HCID 636044
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)
触媒
HCID 9811564Bis(dibenzylideneacetone)palladium触媒
HCID 312751,4-Dioxane溶媒

反応条件

温度
150 °C

実験手順

_Crude SM used_ 2-bromo-1-methoxy-4-nitrobenzene (0.029 g, 0.13 mmol), 5-chloro-4-(pyrazolo[1,5-a]pyridin-3-yl)pyrimidin-2-amine (0.031 g, 0.125 mmol) and cesium carbonate (0.057 g, 0.18 mmol) were suspended in dry dioxane (2 mL) the mixture degassed with nitrogen for 10 minutes. TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (6.87 mg, 7.50 µmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (5.79 mg, 10.00 µmol) were added and the mixture was sealed into a microwave tube. The reaction was heated to 150 °C for 2 hours in the microwave reactor and cooled to RT. Possibly product - not very much. The reaction was heated to 150 °C for 10 hours in the microwave reactor and cooled to RT. Product now c4%, both starting materials still present. Not continued.

出典と根拠

ORDレコード
ord-75e934c9ac8c4736a342c35dfcb5f15c
出典データセット
750 AstraZeneca ELN dataset
元リンク
出典を表示

反応ノート

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