1,4-Dioxane → HCID 57377355、化合物

HRID 72556ノート

反応式

HRID 72556 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:24]2[CH2:28][CH2:27][CH:26]([CH2:29][O:30][C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[CH:32]=3)[CH2:25]2)=[C:6]([CH:23]=1)[C:7]([NH:9][C:10]1([C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19]C)=[O:18])=[CH:15][CH:14]=2)[CH2:12][CH2:11]1)=[O:8].O1CCOCC1.O.[OH-].[Li+]>O>[Cl:1][C:2]1[CH:3]=[N:4][C:5]([N:24]2[CH2:28][CH2:27][CH:26]([CH2:29][O:30][C:31]3[CH:36]=[CH:35][CH:34]=[C:33]([F:37])[CH:32]=3)[CH2:25]2)=[C:6]([CH:23]=1)[C:7]([NH:9][C:10]1([C:13]2[CH:22]=[CH:21][C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=2)[CH2:12][CH2:11]1)=[O:8]

参加物

5

反応物 3

HCID 312751,4-DioxaneHCID 168937Lithium hydroxide, monohydrateHCID 67958339Methyl 4-(1-(5-chloro-2-(3-((3-fluorophenoxy)methyl)pyrrolidin-1-yl)nicotinamido)cyclopropyl)benzoate

生成物 1

HCID 57377355HCID 57377355、化合物収率 51%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of methyl 4-(1-(5-chloro-2-(3-((3-fluorophenoxy)methyl)pyrrolidin-1-yl)nicotinamido)cyclopropyl)benzoate (D200) (37 mg, 0.070 mmol) in a mixture 1,4-dioxane and water (3:1) (2 ml) lithium hydroxide monohydrate (10 mg, 0.238 mmol) was added and the mixture was stirred 20 min (4 cycles of 5 min each) under microwaves irradiation. After solvent evaporation the residue was diluted with water (5 ml) and 1M HCl (5 ml) and extracted with ethylacetate (3×10 ml). Collected organics after solvent evaporation afforded a residue that was purified by ISOLUTE Spe-Si (1 g) eluting with a mixture dichloromethane/methanol 98:2. Collected fractions after solvent evaporation afforded the title compound (E76) (18.2 mg)

後処理

  1. customunder microwaves irradiation
  2. customAfter solvent evaporation the residue
  3. additionwas diluted with water (5 ml) and 1M HCl (5 ml)
  4. extractionextracted with ethylacetate (3×10 ml)
  5. customCollected organics after solvent evaporation
  6. customafforded a residue that
  7. customwas purified by ISOLUTE Spe-Si (1 g)
  8. washeluting with a mixture dichloromethane/methanol 98:2
  9. customCollected fractions after solvent evaporation

出典と根拠

ORDレコード
ord-75ba6ba62431407f8959d271c8005641
出典データセット
uspto-grants-2014_09
特許番号
US08828987B2

反応ノート

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