Ethyl Acetate → (2-(Isopropylamino)thiazolo[4,5-c]pyridin-6-yl)methanol

HRID 1671801노트

반응식

HRID 1671801 반응식
[CH:1]([NH:4][C:5]1[S:6][C:7]2[CH:12]=[C:11]([C:13](OC)=[O:14])[N:10]=[CH:9][C:8]=2[N:17]=1)([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].CCOC(C)=O>C1COCC1>[CH:1]([NH:4][C:5]1[S:6][C:7]2[CH:12]=[C:11]([CH2:13][OH:14])[N:10]=[CH:9][C:8]=2[N:17]=1)([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 57527243Thiazolo[4,5-c]pyridine-6-carboxylic acid,2-[(1-methylethyl)amino]-,methyl ester

생성물 1

HCID 57527184(2-(Isopropylamino)thiazolo[4,5-c]pyridin-6-yl)methanol수율 93.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 2-(isopropylamino)thiazolo[4,5-c]pyridine-6-carboxylate (0.1286 g, 0.51 mmol, 1.0 eq.) in THF (1.3 mL) under nitrogen at 0° C. was added LAH (1M, THF; 0.8 mL, 0.8 mmol, 1.6 eq.). After 1.25 h, ice and EtOAc were added, the cold bath was removed, and the solution was stirred to room temperature. The layers were separated, and the organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to give (2-(isopropylamino)thiazolo[4,5-c]pyridin-6-yl)methanol as a light yellow solid (0.1063 g, 93% yield).

후처리

  1. customthe cold bath was removed
  2. customThe layers were separated
  3. washthe organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-49ab8033183f4a22b98afec6bbe86789
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07994337B2

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