Potassium Carbonate → 3-iodo-1-((1-(4-methoxybenzyl)-1H-pyrazol-5-yl)methyl)-4-nitro-1H-indazole

HRID 79340ノート

反応式

HRID 79340 の反応式
[I:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:11]([O-:13])=[O:12])[NH:4][N:3]=1.Br[CH2:15][C:16]1[N:20]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[N:19]=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O>[I:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N+:11]([O-:13])=[O:12])[N:4]([CH2:15][C:16]2[N:20]([CH2:21][C:22]3[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=3)[N:19]=[CH:18][CH:17]=2)[N:3]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 672614135-(bromomethyl)-1-(4-methoxybenzyl)-1H-pyrazoleHCID 178526562HCID 178526562、化合物

生成物 1

HCID 672610463-iodo-1-((1-(4-methoxybenzyl)-1H-pyrazol-5-yl)methyl)-4-nitro-1H-indazole収率 89.4%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To 3-iodo-4-nitro-1H-indazole (1.55 g, 5.37 mmol) in DMF (20 mL) was added 5-(bromomethyl)-1-(4-methoxybenzyl)-1H-pyrazole (1.51 g, 5.37 mmol) and K2CO3 (1.11 g, 8.06 mmol). The reaction mixture was stirred overnight, diluted with EtOAc (100 mL), washed with H2O and brine (10 mL), and then concentrated under reduced pressure. Silica gel chromatography (Hexanes/EtOAc 5:1) provided the desired product (2.35 g).

後処理

  1. washwashed with H2O and brine (10 mL)
  2. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-315d07067760471fb7d6f5768a2b2ab6
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

反応ノート

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