Acetic Acid → 2-(1-(4-Bromothiazol-2-yl)piperidin-4-ylamino)ethanol

HRID 1401852노트

반응식

HRID 1401852 반응식
[Br:1][C:2]1[N:3]=[C:4]([N:7]2[CH2:12][CH2:11][C:10](=O)[CH2:9][CH2:8]2)[S:5][CH:6]=1.[NH2:14][CH2:15][CH2:16][OH:17].C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[OH-].[Na+]>C1COCC1.CC(=O)OCC.O>[Br:1][C:2]1[N:3]=[C:4]([N:7]2[CH2:12][CH2:11][CH:10]([NH:14][CH2:15][CH2:16][OH:17])[CH2:9][CH2:8]2)[S:5][CH:6]=1

참가 물질

9

반응물 5

HCID 176Acetic AcidHCID 700EthanolamineHCID 14798Sodium HydroxideHCID 5049666Sodium triacetoxyborohydrideHCID 67323440HCID 67323440, 화합물

생성물 1

HCID 673233402-(1-(4-Bromothiazol-2-yl)piperidin-4-ylamino)ethanol

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

100 mg (0.37 mmol) of 1-(4-bromothiazol-2-yl)piperidin-4-one from step a and 22 μl (0.37 mmol) of 2-aminoethanol were suspended in 7 ml of THF, stirred at room temperature for 1 h, 21 μl (0.37 mmol) of glacial acetic acid and 164 mg (0.74 mmol) of sodium triacetoxyborohydride were added. The mixture was stirred at room temperature overnight, water and EA were added, the mixture was adjusted to pH 12 using a concentrated NaOH solution and extracted by shaking with EA. The organic phase was dried over sodium sulfate, filtered and evaporated.

후처리

  1. stirringThe mixture was stirred at room temperature overnight
  2. extractionextracted
  3. stirringby shaking with EA
  4. dry with materialThe organic phase was dried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-f694327016af4f8aa5401ac86b1c355a
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08907098B2

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