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Acetic Acid → N-(6-(2-chlorophenyl)-5-(4-chlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl)-2-hydroxyacetamide

HRID 8816
ノート
印刷プレビュー

反応式

HRID 8816 の反応式
[OH-].[Li+].O.C([O:7][CH2:8][C:9]([NH:11][C:12]1[C:20]2[C:15](=[N:16][C:17]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[Cl:34])=[C:18]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[CH:19]=2)[O:14][C:13]=1[C:35](=[O:40])[C:36]([OH:39])([CH3:38])[CH3:37])=[O:10])(=O)C.CO.C(O)(=O)C>C1COCC1>[Cl:34][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[C:17]1[N:16]=[C:15]2[O:14][C:13]([C:35](=[O:40])[C:36]([OH:39])([CH3:38])[CH3:37])=[C:12]([NH:11][C:9](=[O:10])[CH2:8][OH:7])[C:20]2=[CH:19][C:18]=1[C:21]1[CH:22]=[CH:23][C:24]([Cl:27])=[CH:25][CH:26]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 887MethanolHCID 168937Lithium hydroxide, monohydrateHCID 219849132-{[6-(2-Chlorophenyl)-5-(4-chlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3yl]amino}-2-oxoethyl acetate

生成物 1

HCID 10028888N-(6-(2-chlorophenyl)-5-(4-chlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl)-2-hydroxyacetamide

試薬・触媒・溶媒

1
HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium hydroxide-H2O (0.293 g), the product of Step A (3.78 g), and methanol (8.4 mL) were combined in 245 mL of THF and stirred at room temperature. After 5 min 0.50 mL of acetic acid was added and the solution concentrated. The residue was diluted with ethyl acetate and this solution washed two times with aqueous sodium bicarbonate. The solution was concentrated and purified via flash chromatography on silica gel with a gradient elution of 0 to 55% ethyl acetate in methylene chloride. The product was then further purified by recrystallization from ethanol to afford the title compound. HPLC/MS: 499.0 (M+1), 500.8 (M+3); Rt=3.77 min.

後処理

  1. concentrationthe solution concentrated
  2. additionThe residue was diluted with ethyl acetate
  3. washthis solution washed two times with aqueous sodium bicarbonate
  4. concentrationThe solution was concentrated
  5. custompurified via flash chromatography on silica gel with a gradient elution of 0 to 55% ethyl acetate in methylene chloride
  6. customThe product was then further purified by recrystallization from ethanol

出典と根拠

ORDレコード
ord-2587e99f20af4b9a95cc53879079e3af
出典データセット
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07091216B2

反応ノート

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