Trifluoroacetic acid → 3-(5-(2-(2-(4-Methylphenyl)-5-methyloxazol-4-yl)ethoxy)-3,4-dihydronaphthalen-1-yl)propanenitrile

HRID 1353152노트

반응식

HRID 1353152 반응식
O1CCOCC1.[CH3:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:15][C:16]([CH3:37])=[C:17]([CH2:19][CH2:20][O:21][C:22]3[CH:31]=[CH:30][CH:29]=[C:28]4[C:23]=3[CH2:24][CH2:25][CH:26]=[C:27]4[CH2:32][CH2:33][C:34]([NH2:36])=O)[N:18]=2)=[CH:10][CH:9]=1.FC(F)(F)C(O)=O>N1C=CC=CC=1>[CH3:7][C:8]1[CH:9]=[CH:10][C:11]([C:14]2[O:15][C:16]([CH3:37])=[C:17]([CH2:19][CH2:20][O:21][C:22]3[CH:31]=[CH:30][CH:29]=[C:28]4[C:23]=3[CH2:24][CH2:25][CH:26]=[C:27]4[CH2:32][CH2:33][C:34]#[N:36])[N:18]=2)=[CH:12][CH:13]=1

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 312751,4-DioxaneHCID 102020143-(5-(2-(2-(4-Methylphenyl)-5-methyloxazol-4-yl)ethoxy)-3,4-dihydronaphthalen-1-yl)propanamide

생성물 1

HCID 231579983-(5-(2-(2-(4-Methylphenyl)-5-methyloxazol-4-yl)ethoxy)-3,4-dihydronaphthalen-1-yl)propanenitrile

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a dioxane (15 ml) solution of the compound prepared in Example 10, pyridine (363 μl) and trifluoroacetic acid (423 μl) were added, followed by stirring at room temperature for 1 hour. The reaction mixture was concentrated, and the residue was diluted with ethyl acetate. The diluted solution was washed with 1 N hydrochloric acid, water and a saturated saline in this order, dried with anhydrous magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to thereby obtain the title compound (533 mg) having the following physical data.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionthe residue was diluted with ethyl acetate
  3. washThe diluted solution was washed with 1 N hydrochloric acid, water
  4. dry with materiala saturated saline in this order, dried with anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-3de87f195f744a85ab0f7aa8daebef8f
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220864B2

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