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Acetone → 6-Acetyl-2-amino-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide

HRID 2080198
ノート
印刷プレビュー

反応式

HRID 2080198 の反応式
[NH2:1][C:2]1[N:23]=[C:22]([C:24]([O:26]CC)=[CH2:25])[CH:21]=[CH:20][C:3]=1[C:4]([NH:6][CH2:7][C:8]1[S:9][C:10]([O:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:11][CH:12]=1)=[O:5].CC(C)=O.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C.O>[C:24]([C:22]1[CH:21]=[CH:20][C:3]([C:4]([NH:6][CH2:7][C:8]2[S:9][C:10]([O:13][C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[CH:11][CH:12]=2)=[O:5])=[C:2]([NH2:1])[N:23]=1)(=[O:26])[CH3:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 180AcetoneHCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 231303892-Amino-6-(1-ethoxyvinyl)-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide

生成物 1

HCID 231304466-Acetyl-2-amino-N-(5-phenoxy-thiophen-2-ylmethyl)-nicotinamide収率 53%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a mixture of 2-amino-6 (1-ethoxy vinyl)-N-(5-phenoxy-thiophene-2-ylmethyl)-nicotinamide described in Preparation Example A+-14 (2.0 mg, 0.0051 mmol) and acetone (2 mL) were added water (1 mL) and concentrated sulfuric acid (0.2 mL), and the solution was stirred at room temperature for 3 hours. The reaction solution was neutralized with an aqueous solution of saturated sodium bicarbonate, and ethyl acetate was added for extraction. The organic layer was washed with brine, the solvent was then evaporated in vacuo, the residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1), and the title compound (1.0 mg, 0.0027 mmol, 53%) was obtained as a white solid.

後処理

  1. additionwas added for extraction
  2. washThe organic layer was washed with brine
  3. customthe solvent was then evaporated in vacuo
  4. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-90b674e9cd6341f290d3d861cf6a5021
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932272B2

反応ノート

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