Triethylamine → 6-(3-Nitrophenyl)-7-pyridin-4-yl-pyrazolo[5,1-b]thiazole

HRID 38092노트

반응식

HRID 38092 반응식
O[CH:2]1[CH2:6][S:5][C:4]2=[C:7]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-:18])=[O:17])[CH:11]=3)=[N:9][N:3]12.FC(F)(F)C(OC(=O)C(F)(F)F)=O.C(N(CC)CC)C>C(COC)OC.C(OCC)(=O)C>[N+:16]([C:12]1[CH:11]=[C:10]([C:8]2[C:7]([C:19]3[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=3)=[C:4]3[S:5][CH:6]=[CH:2][N:3]3[N:9]=2)[CH:15]=[CH:14][CH:13]=1)([O-:18])=[O:17]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 674426243-Hydroxy-6-(3-nitrophenyl)-7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazole

생성물 1

HCID 674230846-(3-Nitrophenyl)-7-pyridin-4-yl-pyrazolo[5,1-b]thiazole수율 44%

시약·촉매·용매 2

HCID 80711,2-Dimethoxyethane용매HCID 8857Ethyl Acetate용매

실험 절차

3-Hydroxy-6-(3-nitrophenyl)-7-pyridin-4-yl-2,3-dihydro-pyrazolo[5,1-b]thiazole (1 g, 2.938 mmol) was dissolved in dimethoxyethane (15 mL) under nitrogen atmosphere. Trifluoroacetic anhydride (0.8 mL, 5.664 mmol, 2 eq) and triethylamine (0.41 mL, 2.938 mmol, 1 eq) were added and the mixture was stirred at room temperature for 3 days. The solution was then diluted with ethyl acetate and washed with saturated aqueous NaHCO3 and brine, dried and evaporated to dryness. The crude product was purified by chromatography on silica gel (eluant: DCM/MeOH 97:3) to give 417 mg (44%) of 6-(3-nitrophenyl)-7-pyridin-4-yl-pyrazolo[5,1-b]thiazole as white solid.

후처리

  1. washwashed with saturated aqueous NaHCO3 and brine
  2. customdried
  3. customevaporated to dryness
  4. customThe crude product was purified by chromatography on silica gel (eluant: DCM/MeOH 97:3)

출처 및 근거

ORD 기록
ord-e1c0c9c50a1b408cb31653d5f47a20fb
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524707B2

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