Trifluoroacetic acid → HCID 89709222、化合物

HRID 1526180ノート

反応式

HRID 1526180 の反応式
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]

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 117675490HCID 117675490、化合物

生成物 1

HCID 89709222HCID 89709222、化合物収率 45.7%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-0bfb5c5742b54a13b4c7a94c21c0b305
出典データセット
uspto-grants-2015_07
特許番号
US09085540B2

反応ノート

読み込み中…