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

HRID 644442
ノート
印刷プレビュー

反応式

HRID 644442 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-5ee890246f8042a3acf8d9e87b49d9d5
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07700655B2

反応ノート

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