Methanol → 6-[4-(4-Imidazol-1-ylmethylphenyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazine

HRID 1176621노트

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HRID 1176621 반응식
[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([CH:13]3[CH2:18][CH2:17][N:16](C(OCC4C=CC=CC=4)=O)[CH2:15][CH:14]3[O:29][CH2:30][C:31]3[CH:32]=[CH:33][C:34]4[O:39][CH2:38][CH2:37][N:36]([CH2:40][CH2:41][CH2:42][O:43][CH3:44])[C:35]=4[CH:45]=3)=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.CO.[OH-].[K+]>O1CCOCC1.O>[N:1]1([CH2:6][C:7]2[CH:12]=[CH:11][C:10]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH:14]3[O:29][CH2:30][C:31]3[CH:32]=[CH:33][C:34]4[O:39][CH2:38][CH2:37][N:36]([CH2:40][CH2:41][CH2:42][O:43][CH3:44])[C:35]=4[CH:45]=3)=[CH:9][CH:8]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

참가 물질

6

반응물 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 68504378Benzyl 4-(4-imidazol-1-ylmethylphenyl)-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate

생성물 1

HCID 685031956-[4-(4-Imidazol-1-ylmethylphenyl)piperidin-3-yloxymethyl]-4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazine

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

0.0978 g of benzyl 4-(4-imidazol-1-ylmethylphenyl)-3-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]piperidine-1-carboxylate is dissolved in 3 ml of dioxane. 3 ml each of methanol and 40% KOH are added and the reaction mixture is stirred in a sealed flask at 100° C. over 5 hours. The reaction mixture is subsequently cooled to room temperature, diluted with 10 ml of water and extracted with ethyl acetate (3×30 ml). The combined organic phases are washed with 10 ml of water, then 10 ml of brine, dried over sodium sulphate, filtered and concentrated. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F).

후처리

  1. temperatureThe reaction mixture is subsequently cooled to room temperature
  2. extractionextracted with ethyl acetate (3×30 ml)
  3. washThe combined organic phases are washed with 10 ml of water
  4. dry with material10 ml of brine, dried over sodium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-573276a735bb4954a4d249e2fadb632e
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842688B2

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