3-Amino-2,3-dihydrobenzofuran → HCID 67095778、化合物

HRID 2076287ノート

反応式

HRID 2076287 の反応式
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[NH:12][S:13]([C:16]2[CH:21]=[C:20]([F:22])[C:19]([F:23])=[C:18]([F:24])[CH:17]=2)(=[O:15])=[O:14])[N:3]=1.[O:25]1[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[CH:27]([NH2:34])[CH2:26]1>O1CCOCC1>[O:25]1[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=2[CH:27]([NH:34][C:2]2[CH:11]=[CH:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][C:8]=3[NH:12][S:13]([C:16]3[CH:21]=[C:20]([F:22])[C:19]([F:23])=[C:18]([F:24])[CH:17]=3)(=[O:15])=[O:14])[N:3]=2)[CH2:26]1

参加物

4

反応物 2

HCID 137781523-Amino-2,3-dihydrobenzofuranHCID 87267015HCID 87267015、化合物

生成物 1

HCID 67095778HCID 67095778、化合物

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
120 °C

実験手順

N-(2-Chloro-quinolin-5-yl)-3,4,5-trifluoro-benzenesulfonamide (150 mg, 0.402 mmol) was dissolved in 5 mL dioxane. Argon was bubbled through the solution for 2 minutes to remove oxygen. rac-2,3-Dihydro-benzofuran-3-ylamine (CAS 109926-35-4, 82 mg, 0.607 mmol), sodium tert.-butylate (97 mg, 1.01 mmol), 1,1′-bis(diphenylphosphin)ferrocen (33 mg, 0.06 mmol) and 1,1′-bis(diphenylphosphin)ferrocen-palladium(II) chloride (16 mg, 0.02 mmol) were added. The reaction mixture was stirred in a sealed tube at 120° C. for 6 hours. The solvent was evaporated and the residue purified by flash chromatography on silica gel (heptane/ethyl acetate 100:0->70:30 gradient). The title compound was obtained as a yellow foam (100 mg, 53%), MS: m/e 472.4 (M+H+).

後処理

  1. customArgon was bubbled through the solution for 2 minutes
  2. customto remove oxygen
  3. customThe solvent was evaporated
  4. customthe residue purified by flash chromatography on silica gel (heptane/ethyl acetate 100:0->70:30 gradient)

出典と根拠

ORDレコード
ord-a4c9fb7ba0734ab89ffbc4a1099fb7a1
出典データセット
uspto-grants-2011_04
特許番号
US07923561B2

反応ノート

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