Sodium Bicarbonate → tert-Butyl (2-(hydroxymethyl)pyridin-3-yl)carbamate

HRID 250982노트

반응식

HRID 250982 반응식
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[C:9]([CH:14]=[O:15])=[N:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].C([O-])(O)=O.[Na+]>CO>[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[C:9]([CH2:14][OH:15])=[N:10][CH:11]=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 4311764Sodium borohydrideHCID 10911130tert-butyl N-(2-formylpyridin-3-yl)carbamate

생성물 1

HCID 17750194tert-Butyl (2-(hydroxymethyl)pyridin-3-yl)carbamate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (2-formyl-pyridin-3-yl)-carbamic acid tert-butyl ester (0.581 g, 2.66 mmol) in dry MeOH (10 mL) was slowly added NaBH4 (0.200 g, 5.32 mmol). The mixture was stirred for 40 min, and saturated aqueous NaHCO3 (10 mL) was added. The MeOH was removed, and the aqueous residue was extracted with CH2Cl2 (5×25 mL). The organic extracts were combined, and dried over anhydrous Na2SO4. After filtration the solvent was removed by evaporation under vacuum, affording (2-hydroxymethyl-pyridin-3-yl)-carbamic acid tert-butyl ester as a white solid.

후처리

  1. customThe MeOH was removed
  2. extractionthe aqueous residue was extracted with CH2Cl2 (5×25 mL)
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationAfter filtration the solvent
  5. customwas removed by evaporation under vacuum

출처 및 근거

ORD 기록
ord-c97326dc895b4320b2a3a3b0de7a7507
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863293B2

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