Triethylamine → N-{4-[1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2-methyl-5-n-propylphenyl}-1,3,5-trimethylpyrazole-4-carboxamide

HRID 1952263

반응식

HRID 1952263 반응식
[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([C:8](Cl)=[O:9])[C:4]([CH3:11])=[N:3]1.[CH3:12][O:13][C:14]([C:23]1[C:29]([CH2:30][CH2:31][CH3:32])=[CH:28][C:26]([NH2:27])=[C:25]([CH3:33])[CH:24]=1)([C:19]([F:22])([F:21])[F:20])[C:15]([F:18])([F:17])[F:16].C(N(CC)CC)C>O1CCCC1.C(OCC)(=O)C>[CH3:12][O:13][C:14]([C:23]1[C:29]([CH2:30][CH2:31][CH3:32])=[CH:28][C:26]([NH:27][C:8]([C:5]2[C:4]([CH3:11])=[N:3][N:2]([CH3:1])[C:6]=2[CH3:7])=[O:9])=[C:25]([CH3:33])[CH:24]=1)([C:15]([F:16])([F:17])[F:18])[C:19]([F:20])([F:22])[F:21]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 13637622trimethyl-1H-pyrazole-4-carbonyl chlorideHCID 866298554-[1-Methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2-methyl-5-n-propylaniline

생성물 1

HCID 23628207N-{4-[1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2-methyl-5-n-propylphenyl}-1,3,5-trimethylpyrazole-4-carboxamide수율 77.3%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

1,3,5-Trimethylpyrazole-4-carbonyl chloride (172 mg, 1 mmol), 4-[1-methoxy-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]-2-methyl-5-n-propylaniline (329 mg, 1 mmol) and triethylamine (303 mg, 3 mmol) were dissolved in tetrahydrofuran (10 ml), and the mixture was heated under reflux for 3 hr. The reaction mixture was diluted with ethyl acetate, and washed with water. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:2) to give the desired compound (360 mg).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hr
  3. washwashed with water
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:2)

출처 및 근거

ORD 기록
ord-48a8c79875874ec7b35cc85610a1210d
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08404861B2

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