Trifluoroacetic acid → HCID 89709222, 화합물

HRID 1526180노트

반응식

HRID 1526180 반응식
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][C:15]2[C:20]([CH2:21][CH3:22])=[N:19][C:18]([C:23](=[O:25])[NH2:24])=[C:17]([O:26][C:27]3[CH:32]=[CH:31][C:30]([C:33]4[CH2:34][CH2:35][N:36]([CH3:39])[CH2:37][CH:38]=4)=[CH:29][CH:28]=3)[N:16]=2)[CH:9]=1)(C)(C)C.FC(F)(F)C(O)=O.C(=O)([O-])O.[Na+]>ClCCl>[NH2:7][C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=1)[O:14][C:15]1[N:16]=[C:17]([O:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]3[CH2:34][CH2:35][N:36]([CH3:39])[CH2:37][CH:38]=3)=[CH:29][CH:28]=2)[C:18]([C:23]([NH2:24])=[O:25])=[N:19][C:20]=1[CH2:21][CH3:22]

참가 물질

5

반응물 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 117675490HCID 117675490, 화합물

생성물 1

HCID 89709222HCID 89709222, 화합물수율 45.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of tert-butyl[3-({5-carbamoyl-3-ethyl-6-[4-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)phenoxy]pyrazin-2-yl}oxy)phenyl]carbamate (150 mg) and dichloromethane (3 mL) was added trifluoroacetic acid (421 μL), followed by stirring at room temperature for 2 hours. The mixture was neutralized with a saturated aqueous sodium hydrogen carbonate solution, extracted with ethyl acetate, and then the organic phase was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (NH2 type, eluent; chloroform:methanol=1:0-95:5) to obtain 5-(3-aminophenoxy)-6-ethyl-3-[4-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)phenoxy]pyrazine-2-carboxamide (56 mg) as a colorless solid.

후처리

  1. extractionextracted with ethyl acetate
  2. washthe organic phase was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography (NH2 type, eluent; chloroform:methanol=1:0-95:5)

출처 및 근거

ORD 기록
ord-0bfb5c5742b54a13b4c7a94c21c0b305
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09085540B2

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