Potassium Carbonate → HCID 131719501, 화합물

HRID 55606

반응식

HRID 55606 반응식
[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]3)=[N:7][O:8][C:4]=2[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[C:23]([NH:26][C:27]1[CH:28]=[C:29]([CH:35]=[CH:36][CH:37]=1)[O:30][CH2:31][CH2:32][CH2:33]Br)(=[O:25])[CH3:24].[C:38]([OH:45])(=[O:44])/[CH:39]=[CH:40]/[C:41]([OH:43])=[O:42]>C(#N)C.C(O)C>[C:38]([OH:45])(=[O:44])/[CH:39]=[CH:40]/[C:41]([OH:43])=[O:42].[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:10][CH2:11][N:12]([CH2:33][CH2:32][CH2:31][O:30][C:29]4[CH:28]=[C:27]([NH:26][C:23](=[O:25])[CH3:24])[CH:37]=[CH:36][CH:35]=4)[CH2:13][CH2:14]3)=[N:7][O:8][C:4]=2[CH:3]=1.[F:1][C:2]1[CH:16]=[CH:15][C:5]2[C:6]([CH:9]3[CH2:10][CH2:11][N:12]([CH2:33][CH2:32][CH2:31][O:30][C:29]4[CH:28]=[C:27]([NH:26][C:23](=[O:25])[CH3:24])[CH:37]=[CH:36][CH:35]=4)[CH2:13][CH2:14]3)=[N:7][O:8][C:4]=2[CH:3]=1

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 444972Fumaric AcidHCID 8494213-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 6420330N-[3-(3-Bromo-propoxy)-phenyl]-acetamide

생성물 1

HCID 131719501HCID 131719501, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매2회HCID 6342Acetonitrile용매

실험 절차

A stirred mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (9.25 g, 42 mmol), K2CO3 (8 g, 58 mmol) and 3-(3-acetamidophenoxy)propyl bromide (11.4 g, 42 mmol) in acetonitrile (350 ml) was heated at reflux for 3 hours. At the end of the reaction, the reaction was cooled, filtered and the solids washed with dichloromethane (100 ml). The organic solvent was removed on a rotary evaporator to leave a crude oil (18 g). Purification was by flash chromatography on a silica gel column. The product thus purified was an oil, 12.2 g, 70%. Analytically pure sample was prepared by dissolving 3 g of free base in ethanol and treating with fumaric acid solution in ethanol (850 mg:5 ml). The N-[3-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]phenyl]acetamide hemifumarate crystals obtained weighed 2.73 g, m.p.=184°-186° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 3 hours
  3. customAt the end of the reaction
  4. temperaturethe reaction was cooled
  5. filtrationfiltered
  6. washthe solids washed with dichloromethane (100 ml)
  7. customThe organic solvent was removed on a rotary evaporator
  8. customto leave a crude oil (18 g)
  9. customPurification
  10. customThe product thus purified
  11. customAnalytically pure sample was prepared

출처 및 근거

ORD 기록
ord-e901539039204b7286583ffdb8caf31c
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05624927

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