Tetrahydrofuran → 5-Ethenyl-4-(imidazo[1,2-b]pyridazin-3-yl)thiophene-2-carboxylic acid

HRID 2046408노트

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HRID 2046408 반응식
[CH:1]([C:3]1[S:7][C:6]([C:8]([O:10]C)=[O:9])=[CH:5][C:4]=1[C:12]1[N:16]2[N:17]=[CH:18][CH:19]=[CH:20][C:15]2=[N:14][CH:13]=1)=[CH2:2].C1COCC1.[OH-].[K+]>CO>[CH:1]([C:3]1[S:7][C:6]([C:8]([OH:10])=[O:9])=[CH:5][C:4]=1[C:12]1[N:16]2[N:17]=[CH:18][CH:19]=[CH:20][C:15]2=[N:14][CH:13]=1)=[CH2:2]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14797Potassium HydroxideHCID 58046440HCID 58046440, 화합물

생성물 1

HCID 580464365-Ethenyl-4-(imidazo[1,2-b]pyridazin-3-yl)thiophene-2-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매2회

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온도
60 °C

실험 절차

Methyl 5-ethenyl-4-(imidazo[1,2-b]pyridazin-3-yl)thiophene-2-carboxylate (130 mg, 0.456 mmol) was dissolved in methanol (2.28 mL) and THF (2.28 mL) and 1M KOH in MeOH (1.38 mL, 1.38 mmol) was added to the mixture. The solution was left to stir at 60° C. for 18 h. The reaction was cooled to room temperature and concentrated under reduced pressure. 1N HCl was added to the residue and the precipitate filtered. The precipitate was then dried under high vacuum affording the title compound as a yellow solid. 1H NMR (500 MHz, CD3SOCD3) δ 13.37 (s, 1H, br); 8.62 (d, 1H); 8.23 (d, 1H); 8.07 (s, 1H); 7.96 (s, 1H); 7.33 (dd, 1H); 6.91 (dd, 1H); 5.84 (d, 1H); 5.41 (d, 1H). LRMS (APCI) calc'd for (C13H9N3O2S) [M+H]+, 272.0. found 272.0.

후처리

  1. waitThe solution was left
  2. temperatureThe reaction was cooled to room temperature
  3. concentrationconcentrated under reduced pressure
  4. addition1N HCl was added to the residue
  5. filtrationthe precipitate filtered
  6. customThe precipitate was then dried under high vacuum

출처 및 근거

ORD 기록
ord-cfc9ee13b55242f881bd5418650cef36
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08592425B2

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