Triphenylphosphine → HCID 22933948, 화합물

HRID 1269927노트

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HRID 1269927 반응식
[OH:1][CH:2]1[CH2:8][CH2:7][CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4][CH2:3]1.[CH3:16][S:17][C:18]1[C:26](O)=[CH:25][CH:24]=[C:23]2[C:19]=1[CH:20]=[N:21][NH:22]2.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[CH3:16][S:17][C:18]1[C:26]([O:1][CH:2]2[CH2:8][CH2:7][CH2:6][N:5]([C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])[CH2:4][CH2:3]2)=[CH:25][CH:24]=[C:23]2[C:19]=1[CH:20]=[N:21][NH:22]2

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 22933363tert-Butyl 4-hydroxyazepane-1-carboxylateHCID 229336484-(methylthio)-1H-indazol-5-ol2회

생성물 1

HCID 22933948HCID 22933948, 화합물수율 40%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

The tert-butyl 4-hydroxyazepane-1-carboxylate (0.0504 g, 0.23 mmol) obtained in Example 322, (c) and triphenylphosphine (0.0723 g, 0.28 mmol) were added to a solution of the 4-(methylthio)-1H-indazol-5-ol (0.0377 g, 0.21 mmol) obtained in Example 607 in tetrahydrofuran (2 ml), and the resulting mixture was ice-cooled. A solution of diisopropyl azodicarboxylate (0.0557 g, 0.28 mmol) in tetrahydrofuran (1 ml) was added dropwise thereto, and the resulting mixture was slowly heated to room temperature and stirred overnight. The reaction solution was concentrated and then diluted with chloroform, and a 1N-aqueous sodium hydroxide solution was added thereto, followed by extraction with chloroform (twice). The extract solution was dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by a silica gel chromatography (hexane/ethyl acetate=3/1˜2/1˜3/2) to obtain tert-butyl 4-{[4-(methylthio)-1H-indazol-5-yl]oxy}azepane-1-carboxylate (0.0318 g, 40%).

후처리

  1. temperaturecooled
  2. concentrationThe reaction solution was concentrated
  3. additiondiluted with chloroform
  4. additiona 1N-aqueous sodium hydroxide solution was added
  5. extractionfollowed by extraction with chloroform (twice)
  6. dry with materialThe extract solution was dried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off
  8. customthe residue was purified by a silica gel chromatography (hexane/ethyl acetate=3/1˜2/1˜3/2)

출처 및 근거

ORD 기록
ord-42e7362441c44e01897ad1fd73e07ef0
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199147B2

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