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

HRID 1401852ノート

反応式

HRID 1401852 の反応式
[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

参加物

9

反応物 5

HCID 176Acetic AcidHCID 700EthanolamineHCID 14798Sodium HydroxideHCID 5049666Sodium triacetoxyborohydrideHCID 67323440HCID 67323440、化合物

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f694327016af4f8aa5401ac86b1c355a
出典データセット
uspto-grants-2014_12
特許番号
US08907098B2

反応ノート

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