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Potassium Carbonate → HCID 59403439, 화합물

HRID 1514250
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HRID 1514250 반응식
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:28]=[CH:27][C:21]4[CH2:22][CH2:23][NH:24][CH2:25][CH2:26][C:20]=4[CH:19]=3)[N:14]=2)[CH:6]=[N:7][C:8]=1[O:9][CH:10]([CH3:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+].Br[CH2:36][CH2:37][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40]>CN(C)C=O>[Cl:2][C:3]1[CH:4]=[C:5]([C:13]2[O:17][N:16]=[C:15]([C:18]3[CH:28]=[CH:27][C:21]4[CH2:22][CH2:23][N:24]([CH2:36][CH2:37][CH2:38][C:39]([O:41][CH2:42][CH3:43])=[O:40])[CH2:25][CH2:26][C:20]=4[CH:19]=3)[N:14]=2)[CH:6]=[N:7][C:8]=1[O:9][CH:10]([CH3:11])[CH3:12]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 76300Ethyl 4-bromobutyrateHCID 44129294HCID 44129294, 화합물

생성물 1

HCID 59403439HCID 59403439, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

7-(5-{5-Chloro-6-[(1-methylethyl)oxy]-3-pyridinyl}-1,2,4-oxadiazol-3-yl)-2,3,4,5-tetrahydro-1H-3-benzazepine hydrochloride (Example 50) (192 mg, 0.499 mmol) in N,N-dimethylformamide (2 ml) at room temperature was treated with potassium carbonate (103 mg, 0.748 mmol) and ethyl 4-bromobutanoate (0.09 ml, 0.60 mmol). The mixture was heated to 100° C. After ca. 2 hrs, the mixture was cooled and concentrated. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was washed with brine, dried and concentrated to a colourless gum. The crude material was loaded onto a silica gel column and chromatographed, eluting with a gradient of 80-100% ethyl acetate in cyclohexane gave the title compound as a colourless gum, which slowly crystallized on standing (185 mgs).

후처리

  1. temperaturethe mixture was cooled
  2. concentrationconcentrated
  3. customThe residue was partitioned between ethyl acetate and water
  4. washThe ethyl acetate layer was washed with brine
  5. customdried
  6. concentrationconcentrated to a colourless gum
  7. customchromatographed
  8. washeluting with a gradient of 80-100% ethyl acetate in cyclohexane

출처 및 근거

ORD 기록
ord-a0b7e2b60cff4cf7a9696c96a9e67686
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08222245B2

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