Potassium borohydride → [2-(Pyridin-2-ylamino)thiazol-5-yl]methanol

HRID 6867

反応式

HRID 6867 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[S:9][C:10]([CH:13]=[O:14])=[CH:11][N:12]=1.[BH4-].[K+]>C(O)C.CN(C=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[S:9][C:10]([CH2:13][OH:14])=[CH:11][N:12]=1

参加物

5

反応物 2

HCID 4192641Potassium borohydrideHCID 220190582-(Pyridin-2-ylamino)thiazole-5-carbaldehyde

生成物 1

HCID 22019159[2-(Pyridin-2-ylamino)thiazol-5-yl]methanol収率 93%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-(pyridin-2-ylamino)thiazole-5-carbaldehyde (410 mg, 2 mmol) in ethanol (15 mL) and DMF (5 mL) was added potassium borohydride (120 mg). The resulting mixture was stirred at RT for 1 h, quenched with 10% sulfuric acid solution and concentrated in vacuo. The residue was extracted with methanol and the methanol solution was concentrated. The crude material was diluted with water, filtered and the solid was washed with water and dried in vacuo to provide compound 9A, [2-(pyridin-2-ylamino)thiazol-5-yl]methanol (385 mg, 93%) as a solid. LC/MS; (M+H)+=208

後処理

  1. customquenched with 10% sulfuric acid solution
  2. concentrationconcentrated in vacuo
  3. extractionThe residue was extracted with methanol
  4. concentrationthe methanol solution was concentrated
  5. additionThe crude material was diluted with water
  6. filtrationfiltered
  7. washthe solid was washed with water
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-f887d35ea77b46e1a21c1bb7e91e381a
出典データセット
uspto-grants-2006_08
特許番号
US07084160B2

関連ノート

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