2-Bromo-1-(3,4-difluorophenyl)ethan-1-one → 4-(3,4-Difluorophenyl)-2-{2-[5-(2,2-dimethylbutyl)-1H-imidazol-2-yl]ethyl}-1,3-thiazole

HRID 1927676

반응식

HRID 1927676 반응식
[CH3:1][C:2]([CH3:16])([CH2:14][CH3:15])[CH2:3][C:4]1[N:5]=[C:6]([CH2:9][CH2:10][C:11](=[S:13])[NH2:12])[NH:7][CH:8]=1.Br[CH2:18][C:19]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[C:23]([F:28])[CH:22]=1)=O>C(O)C.O1CCOCC1>[F:28][C:23]1[CH:22]=[C:21]([C:19]2[N:12]=[C:11]([CH2:10][CH2:9][C:6]3[NH:5][C:4]([CH2:3][C:2]([CH3:16])([CH3:1])[CH2:14][CH3:15])=[CH:8][N:7]=3)[S:13][CH:18]=2)[CH:26]=[CH:25][C:24]=1[F:27]

참가 물질

5

반응물 2

HCID 27370322-Bromo-1-(3,4-difluorophenyl)ethan-1-oneHCID 178442447HCID 178442447, 화합물

생성물 1

HCID 594435804-(3,4-Difluorophenyl)-2-{2-[5-(2,2-dimethylbutyl)-1H-imidazol-2-yl]ethyl}-1,3-thiazole

시약·촉매·용매 2

HCID 702Ethanol용매HCID 312751,4-Dioxane용매

실험 절차

3-[4-(2,2-Dimethylbutyl)-1H -imidazol-2-yl]propanethioamide (58 mg, 0.24 mmol) in ethanol (1 mL) was added to 2-bromo-1-(3,4-difluorophenyl)ethanone (56 mg, 0.24 mmol) in anhydrous 1,4-dioxane (4 mL). After stirring at rt overnight, the reaction mixture was concentrated to give a residue, which was purified by reverse phase HPLC (KR100-5C18 100×21.2 mm column; 10-100% MeCN/H2O over 12 min) to afford the title compound. LC-MS: m/e 376 (M+H).

후처리

  1. concentrationthe reaction mixture was concentrated
  2. customto give a residue, which
  3. customwas purified by reverse phase HPLC (KR100-5C18 100×21.2 mm column; 10-100% MeCN/H2O over 12 min)

출처 및 근거

ORD 기록
ord-d3bf7cc8f6b746fc96b8905cd56e614b
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183275B2

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