Sodium Carbonate → N-Cyclopropyl-3-(3-{2-[(2-hydroxyethyl)amino]-2-oxoethyl}-1,2-benzisoxazol-6-yl)-4-methylbenzamide

HRID 1988926ノート

反応式

HRID 1988926 の反応式
[CH:1]1([CH2:4][NH:5][C:6](=[O:22])[C:7]2[CH:12]=[CH:11][CH:10]=[C:9](B3OC(C)(C)C(C)(C)O3)[CH:8]=2)[CH2:3]C1.Br[C:24]1[CH:39]=[CH:38][C:27]2[C:28]([CH2:31][C:32]([NH:34][CH2:35][CH2:36][OH:37])=[O:33])=[N:29][O:30][C:26]=2[CH:25]=1.[C:40](=O)([O-])[O-].[Na+].[Na+]>C(O)(C)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH:4]1([NH:5][C:6](=[O:22])[C:7]2[CH:12]=[CH:11][C:10]([CH3:40])=[C:9]([C:24]3[CH:39]=[CH:38][C:27]4[C:28]([CH2:31][C:32]([NH:34][CH2:35][CH2:36][OH:37])=[O:33])=[N:29][O:30][C:26]=4[CH:25]=3)[CH:8]=2)[CH2:1][CH2:3]1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 586564962-(6-bromo-1,2-benzisoxazol-3-yl)-N-(2-hydroxyethyl)acetamide2 回HCID 68676775HCID 68676775、化合物2 回

生成物 1

HCID 10453183N-Cyclopropyl-3-(3-{2-[(2-hydroxyethyl)amino]-2-oxoethyl}-1,2-benzisoxazol-6-yl)-4-methylbenzamide

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 3776Isopropanol溶媒

実験手順

A mixture of N-cyclopropyl-4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (Intermediate 5) (0.04 g) 2-(6-bromo-1,2-benzisoxazol-3-yl)-N-(2-hydroxyethyl)acetamide (Intermediate 35) (0.04 g) 2M aqueous sodium carbonate (1.5 ml) and tetrakis(triphenylphosphine)palladium(0) (1 mg) in isopropanol (3 ml) was stirred at reflux under nitrogen for 18 h. The mixture was absorbed onto silica (Merck 7734) and applied to a Varian Bond-Elut SPE cartridge (silica, 5 g) and eluted with a toluene:ethanol gradient (100:0 to 0:100) to give the title compound as a white solid (0.03 g).

後処理

  1. temperatureat reflux under nitrogen for 18 h
  2. customThe mixture was absorbed onto silica (Merck 7734)
  3. washeluted with a toluene

出典と根拠

ORDレコード
ord-f8dd1ace81eb419484916977c6880292
出典データセット
uspto-grants-2010_01
特許番号
US07642276B2

反応ノート

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