3-Bromoanisole → 1-(3-Methoxyphenyl)-2-methyl-6-(trifluoromethoxy)indole

HRID 434

反応式

HRID 434 の反応式
COc1cccc(Br)c1.Cc1cc2ccc(OC(F)(F)F)cc2[nH]1>CC(C)(C)P(c1ccccc1-c1ccccc1)C(C)(C)C.CC(C)(C)[O-].Cc1ccccc1.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]>COc1cccc(-n2c(C)cc3ccc(OC(F)(F)F)cc32)c1

参加物

7

反応条件

温度
120 °C

実験手順

EN04773-51, _Buchwald coupling,_ ** _J. Med. Chem. 2009, page 3846-3854 (exactly same reaction)._** The indole from 4773-41, 1-bromo-3-methoxybenzenee,Pd2(dba)3, JohnPhos and KOtBu were dissolved in toluene. The mixture was warmed at 120 °C for 1h and ~65% conversion was observed on NMR*(see attached NMR). Reaction seems to work fine and assumed better yield than in 4773-50. This could be due to that bromides generally perform better than iodines in the Buchwald coupling. This test reaction was thrown away.

出典と根拠

ORDレコード
ord-5f9307492f2b4cadaa0478f3250edc2b
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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