3-Nitroaniline → 4-chloro-N-(3-nitrophenyl)pyridin-2-amine

HRID 321

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HRID 321 반응식
Clc1ccnc(Cl)c1.Nc1cccc([N+](=O)[O-])c1>C1COCCO1.CC(=O)O.CC(=O)O.CC1(C)c2cccc(P(c3ccccc3)c3ccccc3)c2Oc2c(P(c3ccccc3)c3ccccc3)cccc21.O=C([O-])[O-].[Cs+].[Cs+].[Pd]>O=[N+]([O-])c1cccc(Nc2cc(Cl)ccn2)c1

참가 물질

7

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온도
100 °C

실험 절차

3-Nitroaniline (140 mg, 1.01 mmol), 2,4-dichloropyridine (150 mg, 1.01 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (70.4 mg, 0.12 mmol) and cesium carbonate (660 mg, 2.03 mmol) were stirred in dioxane (5 mL). The mixture was purged with nitrogen for 10 minutes. Palladium(II) acetate (22.76 mg, 0.10 mmol) was added and the mixture heated at 100 °C for 1.5h. The mixture was cooled, filtered and concentrated. The crude product was purified by flash silica chromatography, eluting with 1% MeOH in DCM. Pure fractions were evaporated to dryness to afford 4-chloro-N-(3-nitrophenyl)pyridin-2-amine (121 mg, 47.8 %) as a yellow solid.

출처 및 근거

ORD 기록
ord-703c2a2b287b493ebc27b295a0de91ac
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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