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

HRID 1985751

반응식

HRID 1985751 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6228Dimethylformamide용매

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-b1fd8bfc2b364e8dbe2e2bbfe0359bf3
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547711B2

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