Sodium borohydride → [6-(1H-pyrazol-1-yl)pyridin-2-yl]methanol

HRID 594257ノート

反応式

HRID 594257 の反応式
[N:1]1([C:6]2[N:11]=[C:10]([C:12](OC)=[O:13])[CH:9]=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[BH4-].[Na+]>CCO>[N:1]1([C:6]2[N:11]=[C:10]([CH2:12][OH:13])[CH:9]=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 69083337methyl 6-(1H-pyrazol-1-yl)picolinate

生成物 1

HCID 62255710[6-(1H-pyrazol-1-yl)pyridin-2-yl]methanol

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of methyl 6-(1H-pyrazol-1-yl)picolinate (476 mg; 2.34 mmol) in anh. EtOH (10 ml) was treated with NaBH4 (443 mg; 11.71 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 16 h. After concentration to dryness under reduced pressure, the resulting residue was treated with water, and extracted with DCM. The organic layer was then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (DCM/MeOH=20/1) afforded (6-(1H-pyrazol-1-yl)pyridin-2-yl)methanol as a colorless oil. LC-MS (conditions A): tR=0.45 min.; [M+H]+: 176.11 g/mol.

後処理

  1. concentrationAfter concentration to dryness under reduced pressure
  2. additionthe resulting residue was treated with water
  3. extractionextracted with DCM
  4. dry with materialThe organic layer was then dried over anh. MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness under reduced pressure
  7. customPurification by FC (DCM/MeOH=20/1)

出典と根拠

ORDレコード
ord-d7b4b80dd7704ef3b67d027a57c261bc
出典データセット
uspto-grants-2016_01
特許番号
US09242970B2

反応ノート

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