2-Methoxy-4-morpholinoaniline → 2-[[5-chloro-2-(2-methoxy-4-morpholin-4-ylanilino)-4-pyridinyl]amino]-N-methylbenzamide

HRID 83

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HRID 83 반응식
CNC(=O)c1ccccc1Nc1cc(Cl)ncc1Cl.COc1cc(N2CCOCC2)ccc1N>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]>CNC(=O)c1ccccc1Nc1cc(Nc2ccc(N3CCOCC3)cc2OC)ncc1Cl

참가 물질

7

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온도
110 °C

실험 절차

2-methoxy-4-morpholinoaniline (158 mg, 0.76 mmol), 2-(2,5-dichloropyridin-4-ylamino)-N-methylbenzamide (150 mg, 0.51 mmol),diacetoxypalladium (5.69 mg, 0.03 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (29.3 mg, 0.05 mmol) and cesium carbonate (330 mg, 1.01 mmol) were weighed out in a microwave vial and sealed. dioxane (3 mL) was added and argon was let to bubble for 5 minutes at rt. The resulting mixture was stirred at 110 °C for 1 hour. The reaction mixture was allowed to cool to room temperature and concentrated in presence of decalite speed plus. The crude product was purified by flash chromatography on silica gel eluting with 0 to 4% methanol in ethyl acetate/DCM (1/1). The solvent was evaporated to dryness. The foam was triturated in terbutyl methyl ether and the resulting precipitate was collected by filtration and washed with tBuOMe to afford 2-(5-chloro-2-(2-methoxy-4-morpholinophenylamino)pyridin-4-ylamino)-N-methylbenzamide (193 mg, 81 %) as a pale pink solid.

출처 및 근거

ORD 기록
ord-3d64643dd74a4d9290119a9c4f05506f
출처 데이터셋
750 AstraZeneca ELN dataset
원본 링크
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