Triethylamine → N-[(1S,2R)-1-Methyl-2-phenyl-2-{[1-(4-pyridyl)-1H-indazole-5-yl]oxy}ethyl]furan-2-carboxamide

HRID 1098899

반응식

HRID 1098899 반응식
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][C@H:17]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C@H:18]([CH3:20])[NH2:19])=[CH:13][CH:14]=3)[CH:9]=[N:8]2)=[CH:3][CH:2]=1.C(N(CC)CC)C.[O:34]1[CH:38]=[CH:37][CH:36]=[C:35]1[C:39](Cl)=[O:40]>ClCCl>[CH3:20][C@H:18]([NH:19][C:39]([C:35]1[O:34][CH:38]=[CH:37][CH:36]=1)=[O:40])[C@@H:17]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[O:16][C:12]1[CH:11]=[C:10]2[C:15](=[CH:14][CH:13]=1)[N:7]([C:4]1[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=1)[N:8]=[CH:9]2

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 682422-Furancarbonyl chlorideHCID 67977300(alphaS,betaR)-beta-{[1-(4-Pyridyl)-1H-indazole-5-yl]oxy}-alpha-methylbenzeneethanamine

생성물 1

HCID 59339672N-[(1S,2R)-1-Methyl-2-phenyl-2-{[1-(4-pyridyl)-1H-indazole-5-yl]oxy}ethyl]furan-2-carboxamide수율 65.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

(αS,βR)-β{[1-(4-Pyridyl)-1H-indazole-5-yl]oxy}-α-methylbenzeneethanamine (64.3 mg, 0.19 mmol) is dissolved in 7.1 mL of dichloromethane. Triethylamine (0.062 mL, 0.45 mmol) and 2-furoylchloride (24.3 mg, 0.19 mmol) are added. After 4 h stirring at r.t. the reaction mixture is diluted with dichloromethane, washed with water and brine and dried over Na2SO4. The reaction mixture is filtered, the solvent evaporated and the residue purified by chromatography (silicagel, eluents: ethyl acetate/hexane). 53.7 mg (65.6%) of the title compound are obtained.

후처리

  1. washwashed with water and brine
  2. dry with materialdried over Na2SO4
  3. filtrationThe reaction mixture is filtered
  4. customthe solvent evaporated
  5. customthe residue purified by chromatography (silicagel, eluents: ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-29acd7e1fe514751945eb714332e7f34
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143290B2

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