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Hydrochloric Acid → 5-Bromo-N-{4-[(1,1-dimethyl)ethyl]-5-piperidinothiazol-2-yl)-2-hydroxybenzamide

HRID 644442
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HRID 644442 반응식
C([O:4][C:5]1[CH:28]=[CH:27][C:26]([Br:29])=[CH:25][C:6]=1[C:7]([NH:9][C:10]1[S:11][C:12]([N:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)=[C:13]([C:15]([CH3:18])([CH3:17])[CH3:16])[N:14]=1)=[O:8])(=O)C.[OH-].[Na+].Cl>C(O)C>[Br:29][C:26]1[CH:27]=[CH:28][C:5]([OH:4])=[C:6]([CH:25]=1)[C:7]([NH:9][C:10]1[S:11][C:12]([N:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)=[C:13]([C:15]([CH3:17])([CH3:18])[CH3:16])[N:14]=1)=[O:8]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 866026812-Acetoxy-5-bromo-N-{4-[(1,1-dimethyl)ethyl)-5-piperidinothiazol-2-yl}benzamide

생성물 1

HCID 103658335-Bromo-N-{4-[(1,1-dimethyl)ethyl]-5-piperidinothiazol-2-yl)-2-hydroxybenzamide수율 70.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2-Acetoxy-5-bromo-N-{4-[(1,1-dimethyl)ethyl]-5-piperidinothiazol-2-yl}-benzamide (crude product, 84.3 mg) was dissolved in ethanol (3 mL). 2N Aqueous sodium hydroxide (0.1 mL) was added, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into 2N hydrochloric acid and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=4:1) to give the title compound (54.1 mg, 36.3%; 2 steps) as a white powder.

후처리

  1. extractionextracted with ethyl acetate
  2. washAfter the organic layer was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe residue obtained by evaporation under reduced pressure
  5. customwas purified by chromatography on silica gel (n-hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-5ee890246f8042a3acf8d9e87b49d9d5
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07700655B2

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