Sodium Carbonate → N-{6-[4-(Acetylamino)phenyl]-1H-indazol-4-yl}-2-pyridinecarboxamide

HRID 1695764

反応式

HRID 1695764 の反応式
Br[C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[C:4]([NH:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)=[O:13])[CH:3]=1.[C:20]([NH:23][C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=1)(=[O:22])[CH3:21].C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1.O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[C:20]([NH:23][C:24]1[CH:29]=[CH:28][C:27]([C:2]2[CH:10]=[C:9]3[C:5]([CH:6]=[N:7][NH:8]3)=[C:4]([NH:11][C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)=[O:13])[CH:3]=2)=[CH:26][CH:25]=1)(=[O:22])[CH3:21]

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 27346574-Acetamidophenylboronic acidHCID 58255852HCID 58255852、化合物

生成物 1

HCID 44540128N-{6-[4-(Acetylamino)phenyl]-1H-indazol-4-yl}-2-pyridinecarboxamide

試薬・触媒・溶媒 3

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)触媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

N-(6-Bromo-1H-indazol-4-yl)-2-pyridinecarboxamide (70 mg, 0.22 mmol), [4-(acetylamino)phenyl]boronic acid (47 mg, 0.26 mmol), Pd(dppf)Cl2 (22 mg, 0.027 mmol) and 2 M sodium carbonate (aq) (0.328 ml, 0.656 mmol) in 1,4-dioxane (1.5 ml) and water (1.5 ml) were heated in a Biotage microwave at 150° C. for 30 mins. The reaction was washed through a silica cartridge eluting with MeOH. The solvent was removed in vacuo. The residue was purified by HPLC using the method described below to afford the title compound.

後処理

  1. washThe reaction was washed through a silica cartridge
  2. washeluting with MeOH
  3. customThe solvent was removed in vacuo
  4. customThe residue was purified by HPLC

出典と根拠

ORDレコード
ord-68f4808c169241f297964125d7d8c8ee
出典データセット
uspto-grants-2012_04
特許番号
US08163743B2

関連ノート

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