Water → 3-(4-Chlorophenyl)-2-isopropyl-7-(4-methoxybenzylamino)-8-nitro-chromen-4-one

HRID 14487

反応式

HRID 14487 の反応式
Br[C:2]1[C:11](=[O:12])[C:10]2[C:5](=[C:6]([N+:23]([O-:25])=[O:24])[C:7]([NH:13][CH2:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)=[CH:8][CH:9]=2)[O:4][C:3]=1[CH:26]([CH3:28])[CH3:27].[Cl:29][C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=1.C(=O)([O-])[O-].[Na+].[Na+].O>C(O)C.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([C:2]2[C:11](=[O:12])[C:10]3[C:5](=[C:6]([N+:23]([O-:25])=[O:24])[C:7]([NH:13][CH2:14][C:15]4[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=4)=[CH:8][CH:9]=3)[O:4][C:3]=2[CH:26]([CH3:27])[CH3:28])=[CH:32][CH:31]=1

参加物

7

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 742994-Chlorophenylboronic acidHCID 687031553-Bromo-2-isopropyl-7-(4-methoxybenzylamino)-8-nitro-chromen-4-one

生成物 1

HCID 687028773-(4-Chlorophenyl)-2-isopropyl-7-(4-methoxybenzylamino)-8-nitro-chromen-4-one

試薬・触媒・溶媒 2

HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 702Ethanol溶媒

反応条件

温度
100 °C

実験手順

3-Bromo-2-isopropyl-7-(4-methoxybenzylamino)-8-nitro-chromen-4-one (105 mg, 0.235 mmol), 4-chlorophenylboronic acid (73 mg, 0.47 mmol) and tetrakis(triphenylphosphine) palladium (0) (28 mg, 0.024 mmol) are dissolved in absolute ethanol (3 ml) in a 5 ml capacity microwave tube. Aqueous sodium carbonate solution (2M, 0.35 ml, 0.7 mmol) is added, and the mixture is heated at 100° C. under microwave irradiation for 10 min. The mixture is poured into water (10 ml) and extracted with ethyl acetate (3×30 ml). The ethyl acetate extracts are combined, washed with saturated brine (30 ml), dried (MgSO4), filtered and evaporated to give a green solid. This is triturated with n-pentane and filtered to give a pale yellow powder.

後処理

  1. extractionextracted with ethyl acetate (3×30 ml)
  2. washwashed with saturated brine (30 ml)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customevaporated
  6. customto give a green solid
  7. customThis is triturated with n-pentane
  8. filtrationfiltered
  9. customto give a pale yellow powder

出典と根拠

ORDレコード
ord-aa5ee3cdfbea4142b6ea9b37f0e14d1e
出典データセット
uspto-grants-2010_06
特許番号
US07732435B2

関連ノート

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