Potassium Sodium Tartrate → (6-(Benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)indazol-3-yl)methanol

HRID 1873956노트

반응식

HRID 1873956 반응식
C([O:3][C:4]([C:6]1[C:14]2[C:9](=[CH:10][C:11]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[CH:12][CH:13]=2)[N:8]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][O:24]2)[N:7]=1)=O)C.[H-].[H-].[H-].[H-].[Li+].[Al+3].[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+].C(=O)([O-])O.[Na+]>C1COCC1.C1COCC1.O>[CH2:16]([O:15][C:11]1[CH:10]=[C:9]2[C:14]([C:6]([CH2:4][OH:3])=[N:7][N:8]2[CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][O:24]2)=[CH:13][CH:12]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

7

반응물 4

HCID 9357Potassium Sodium TartrateHCID 516892Sodium BicarbonateHCID 21226445Aluminium lithium hydrideHCID 59370773Ethyl 6-benzyloxy-1-(tetrahydro-2H-pyran-2-yl)indazole-3-carboxylate

생성물 1

HCID 59370714(6-(Benzyloxy)-1-(tetrahydro-2H-pyran-2-yl)indazol-3-yl)methanol수율 95.7%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 21881883Oxolane--water (1/1)용매

실험 절차

Ethyl6-benzyloxy-1-(tetrahydro-2H-pyran-2-yl)-indazole-3-carboxylate (182 mg) which can be prepared according to the method described in Reference example 21, etc. was dissolved in dehydrated THF (4.78 mL; manufactured by Kanto Chemical Co., Inc.). After the replacement with nitrogen, LiAlH4 (54 mg) was added at 0° C., and the mixture was stirred for 1 hour while warming to room temperature. After cooling to 0° C., THF/water=1/1(5 mL), rochelle salt (manufactured by Kanto Chemical Co., Inc.), and saturated aqueous solution of sodium hydrogen carbonate were added, and extraction was carried out twice with ethyl acetate. The organic layer was washed twice with water and once with brine and dried over anhydrous sodium sulfate. After the solvent was evaporated under reduced pressure, hexane was added to the residue and the solvent was evaporated under reduced pressure to give the title compound (155 mg).

후처리

  1. temperatureAfter cooling to 0° C.
  2. extractionextraction
  3. washThe organic layer was washed twice with water and once with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAfter the solvent was evaporated under reduced pressure, hexane
  6. additionwas added to the residue
  7. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-ec83bf7d67c346829a1e12a215131f79
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304443B2

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