Acetic Acid → HCID 58998518, 화합물

HRID 1592998노트

반응식

HRID 1592998 반응식
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3[CH:19]=[CH:20][C:21]([S:23]([CH3:26])(=[O:25])=[O:24])=[CH:22][C:17]=3[N:16]=[CH:15]2)[CH2:10][CH2:9]1)C1C=CC=CC=1.C(O)(=O)C>CO.[Pd]>[CH3:26][S:23]([C:21]1[CH:20]=[CH:19][C:18]2[N:14]([CH:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[CH:15]=[N:16][C:17]=2[CH:22]=1)(=[O:25])=[O:24]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 687092041-(1-benzylpiperidin-4-yl)-5-methylsulphonyl-1H-benzimidazole

생성물 1

HCID 58998518HCID 58998518, 화합물수율 793.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
50 °C

실험 절차

The crude material from step 3 (10 g) was dissolved in 1 litre of methanol in a pressure vessel, 20 g of moist 10% Pd/C catalyst and 100 mL acetic acid were added and stirred under an atmosphere of hydrogen at 5 bar and 50° C. for 8 hours. The reaction was cooled, filtered and evaporated. The residue was dissolved in water and basified with sodium hydroxide solution, extracted into dichloromethane, dried and evaporated. The brown solid was triturated with isopropanol, filtered, and washed with ether to give the title compound (60 g) as a pale grey solid; NMR: 2.00(m, 4H), 2.75(m, 2H), 3.15(m, 2H), 3.20(s, 3H), 4.60(m, 1H), 7.78 (dd, 1H), 7.85(d, 1H), 8.20(d, 1H), 8.56(s, 1H).

후처리

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. customevaporated
  4. dissolutionThe residue was dissolved in water
  5. extractionextracted into dichloromethane
  6. customdried
  7. customevaporated
  8. customThe brown solid was triturated with isopropanol
  9. filtrationfiltered
  10. washwashed with ether

출처 및 근거

ORD 기록
ord-80071eab113847ed91e78c28a618e3aa
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07294636B2

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