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Sodium Hydroxide → HCID 19008909、化合物

HRID 1742431
ノート
印刷プレビュー

反応式

HRID 1742431 の反応式
C[O:2][C:3](=[O:33])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:19]=[CH:18][C:17]2[C:12](=[CH:13][CH:14]=[CH:15][C:16]=2[N:20]2[C:24]3=[N:25][CH:26]=[CH:27][CH:28]=[C:23]3[N:22]=[C:21]2[CH2:29][CH2:30][CH2:31][CH3:32])[CH:11]=1.[OH-].[Na+]>CCO>[CH2:29]([C:21]1[N:20]([C:16]2[CH:15]=[CH:14][CH:13]=[C:12]3[C:17]=2[CH:18]=[CH:19][C:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([OH:33])=[O:2])=[CH:11]3)[C:24]2=[N:25][CH:26]=[CH:27][CH:28]=[C:23]2[N:22]=1)[CH2:30][CH2:31][CH3:32]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 54282996HCID 54282996、化合物

生成物 1

HCID 19008909HCID 19008909、化合物

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of 2-[5-(2-butyl-imidazo[4,5-b]pyridin-3-yl)-naphthalen-2-yl]-benzoic acid methyl ester (40 mg) in EtOH (1.0 mL) at room temperature was added 2N NaOH (0.5 mL). The reaction mixture was heated at 50° C. for 17 hours. The cooled solution was concentrated in vacuo. The residue was diluted with saturated aqueous NaCl (10 mL) and neutralized with concentrated HOAc. The aqueous solution was extracted with CHCl3 (3×30 mL). The combined extracts were dried MgSO4) and concentrated in vacuo. The residue was azeotroped with heptane (30 mL) and diluted with EtOAc (1 mL) and hexanes (15 mL). The solid that precipitated was filtered and dried. 1H NMR (250 MHz, d6 -DMSO): d 8.15 (m, 4 H), 7.72 (m, 3 H), 7.46 (m, 4 H), 7.30 (dd, 1 H), 6.94 (d, 1 H), 2.63 (m, 2 H), 1.63 (m, 2 H), 1.25 (m, 2 H), 0.74 (t, 3 H).

後処理

  1. concentrationThe cooled solution was concentrated in vacuo
  2. additionThe residue was diluted with saturated aqueous NaCl (10 mL) and neutralized with concentrated HOAc
  3. extractionThe aqueous solution was extracted with CHCl3 (3×30 mL)
  4. concentrationconcentrated in vacuo
  5. customThe residue was azeotroped with heptane (30 mL)
  6. additiondiluted with EtOAc (1 mL) and hexanes (15 mL)
  7. customThe solid that precipitated
  8. filtrationwas filtered
  9. customdried

出典と根拠

ORDレコード
ord-4f63c666d08c4fc19d053872c6a2c86d
出典データセット
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05338740

反応ノート

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