Sodium hydride → 8-(6-Benzyloxy-pyridin-2-yl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one

HRID 1039011노트

반응식

HRID 1039011 반응식
[H-].[Na+].[F:3][C:4]([F:24])([F:23])[O:5][C:6]1[CH:11]=[CH:10][C:9]([N:12]2[CH2:16][CH2:15][C:14]3([CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[C:13]2=[O:22])=[CH:8][CH:7]=1.[CH2:25]([O:32][C:33]1[CH:38]=[CH:37][CH:36]=[C:35](F)[N:34]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CN(C=O)C.C(OCC)(=O)C>[CH2:25]([O:32][C:33]1[N:34]=[C:35]([N:19]2[CH2:18][CH2:17][C:14]3([C:13](=[O:22])[N:12]([C:9]4[CH:10]=[CH:11][C:6]([O:5][C:4]([F:3])([F:23])[F:24])=[CH:7][CH:8]=4)[CH2:16][CH2:15]3)[CH2:21][CH2:20]2)[CH:36]=[CH:37][CH:38]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 577538712-(Benzyloxy)-6-fluoropyridineHCID 667427592-(4-(Trifluoromethoxy)phenyl)-2,8-diazaspiro[4.5]decan-1-one

생성물 1

HCID 566557568-(6-Benzyloxy-pyridin-2-yl)-2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one수율 73%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8857Ethyl Acetate용매

실험 절차

To a suspension of NaH (9 mg, 0.24 mmol) in DMF (1 mL) at 0° C. was added a solution of 2-(4-trifluoromethoxy-phenyl)-2,8-diaza-spiro[4.5]decan-1-one (described in example 1 step C, 50 mg, 0.16 mmol) and stirring was continued for 30 mins. A solution of 2-benzyloxy-6-fluoro-pyridine (39 mg, 0.19 mmol) in DMF (0.5 mL) was added and the mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with ethyl acetate and washed with brine, 1N HCl and again with brine. The organic phase was dried (Na2SO4), filtered and evaporated under reduced pressure to yield the title compound as a light yellow solid (58 mg, 73%). MS (ESI): 498.2 (MH+).

후처리

  1. stirringthe mixture was stirred at room temperature for 2 h
  2. washwashed with brine, 1N HCl and again with brine
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-4b1db75e31b74de59f74fb22e6937149
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552024B2

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