Water → [6-Bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanol

HRID 2279117노트

반응식

HRID 2279117 반응식
C([O:3][C:4]([C:6]1[C:7]2[C:15]([CH3:16])=[N:14][N:13]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)[C:8]=2[N:9]=[C:10]([Br:12])[CH:11]=1)=O)C.[BH4-].[Li+].O.C(OCC)(=O)C>C1COCC1>[Br:12][C:10]1[N:9]=[C:8]2[N:13]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)[N:14]=[C:15]([CH3:16])[C:7]2=[C:6]([CH2:4][OH:3])[CH:11]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 4148881Lithium borohydrideHCID 866803196-bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester

생성물 1

HCID 90014303[6-Bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]pyridin-4-yl]-methanol수율 105.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 139 mg 6-bromo-3-methyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-b]-pyridine-4-carboxylic acid ethyl ester in 8 ml of dry THF was cooled to −20° C. and 18 mg of lithium borohydride was added. After 10 min at −20° C., the reaction was slowly brought to rt. After 1.5 h at rt water and ethyl acetate were added to the reaction. The phases were separated and the organic phase was dried over sodium sulphate, filtrated and concentrated in vacuo to obtain 130 mg (98%) of the title compound as a crude product, which was used without purification in the subsequent step.

후처리

  1. customwas slowly brought to rt
  2. customThe phases were separated
  3. dry with materialthe organic phase was dried over sodium sulphate
  4. filtrationfiltrated
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-15a7df36057c4b7da991245f2e32e5fd
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133181B2

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