Bromine → HCID 67431988, 화합물

HRID 1040007

반응식

HRID 1040007 반응식
[Br:1]Br.[OH:3][C:4]([CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]1)([C:6]1[S:7][CH:8]=[CH:9][N:10]=1)[CH3:5].C([O-])(=O)C.[Na+]>C(O)(=O)C>[Br:1][C:8]1[S:7][C:6]([C:4]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]2)([OH:3])[CH3:5])=[N:10][CH:9]=1

참가 물질

5

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 67431095Tert-butyl 4-[1-hydroxy-1-(1,3-thiazol-2-yl)ethyl]piperidine-1-carboxylate

생성물 1

HCID 67431988HCID 67431988, 화합물수율 38.6%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Bromine (0.071 mL, 1.383 mmol) was added dropwise to a stirred mixture of the product of Step 1 (180 mg, 0.576 mmol) and sodium acetate (236 mg, 2.88 mmol) in acetic acid (2.31 mL), and the mixture was stirred at room temperature for 2 h. Acetic acid was removed by evaporation under vacuum and the residue was treated with saturated NaHCO3 solution, and extracted with ethyl acetate (×3). The combined organic fractions were washed with brine, dried (Na2SO4), concentrated, and purified by flash chromatography to give tert-butyl 4-[1-(5-bromo-1,3-thiazol-2-yl)-1-hydroxyethyl]piperidine-1-carboxylate (87 mg, 0.222 mmol, 38.6%). APCI: [M+H]+ m/z 379.1.

후처리

  1. customAcetic acid was removed by evaporation under vacuum
  2. additionthe residue was treated with saturated NaHCO3 solution
  3. extractionextracted with ethyl acetate (×3)
  4. washThe combined organic fractions were washed with brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-bc518718e4fc4be5b357da9f97d2fa12
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551984B2

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