Allyl bromide → 5-Allyloxy-1-[4-butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridine

HRID 1983556

반응식

HRID 1983556 반응식
[CH2:1]([C:5]1[N:6]=[C:7]([C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[S:8][C:9]=1[CH2:10][N:11]1[C:15]2=[N:16][CH:17]=[C:18]([OH:20])[CH:19]=[C:14]2[CH:13]=[CH:12]1)[CH2:2][CH2:3][CH3:4].C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:37](Br)[CH:38]=[CH2:39].C(OCC)(=O)C>CN(C)C=O>[CH2:39]([O:20][C:18]1[CH:19]=[C:14]2[CH:13]=[CH:12][N:11]([CH2:10][C:9]3[S:8][C:7]([C:21]4[CH:26]=[CH:25][C:24]([C:27]([F:28])([F:30])[F:29])=[CH:23][CH:22]=4)=[N:6][C:5]=3[CH2:1][CH2:2][CH2:3][CH3:4])[C:15]2=[N:16][CH:17]=1)[CH:38]=[CH2:37]

참가 물질

6

반응물 4

HCID 7841Allyl bromideHCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 577130271-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridin-5-ol

생성물 1

HCID 577130325-Allyloxy-1-[4-butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

730 mg 1-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridin-5-ol were dissolved in 20 ml dimethylformamide and 1.1 mg cesium carbonate and 410 mg allylbromide were added. The reaction mixture was stirred at room temperature for one hour then 100 ml ethyl acetate were added and the mixture was washed five times with portions of 20 ml of water The organic layer was dried over MgSO4 and the solvent removed under reduced pressure. This gives 800 mg 5-Allyloxy-1-[4-butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridine as yellow oil.

후처리

  1. washthe mixture was washed five times with portions of 20 ml of water The organic layer
  2. dry with materialwas dried over MgSO4
  3. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-54927c94ecfd4e2981de3ebb5ba68007
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07541464B2

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