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Sodium Hydroxide → HCID 19008909, 화합물

HRID 1742431
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HRID 1742431 반응식
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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 54282996HCID 54282996, 화합물

생성물 1

HCID 19008909HCID 19008909, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-4f63c666d08c4fc19d053872c6a2c86d
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05338740

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