Sodium borohydride → (2-(5-Methylthiazol-2-yl)pyridin-4-yl)methanol

HRID 594295ノート

反応式

HRID 594295 の反応式
[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:8]=[C:9]([CH:14]=[CH:15][N:16]=2)[C:10](OC)=[O:11])=[N:4][CH:3]=1.[BH4-].[Na+]>CO>[CH3:1][C:2]1[S:6][C:5]([C:7]2[CH:8]=[C:9]([CH2:10][OH:11])[CH:14]=[CH:15][N:16]=2)=[N:4][CH:3]=1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 69082465Methyl 2-(5-methylthiazol-2-yl)isonicotinate

生成物 1

HCID 69084104(2-(5-Methylthiazol-2-yl)pyridin-4-yl)methanol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of methyl 2-(5-methylthiazol-2-yl)isonicotinate (2.390 g; 10.20 mmol) in anh. MeOH (50 ml) was treated with NaBH4 (772 mg; 20.40 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 24 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 (2-(5-methylthiazol-2-yl)pyridin-4-yl)methanol as an off-white solid. LC-MS (conditions A): tR=0.48 min.; [M+H]+: 207.05 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-86bc52013600493b9105320c39b6a968
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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