Triethylamine → Methyl 5-[4-(ethylsulfonyl)phenoxy]-2-[(2-pyridinylcarbonyl)amino]benzoate

HRID 2080670ノート

反応式

HRID 2080670 の反応式
C(N(CC)CC)C.Cl.[N:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15](Cl)=[O:16].[NH2:18][C:19]1[CH:28]=[CH:27][C:26]([O:29][C:30]2[CH:35]=[CH:34][C:33]([S:36]([CH2:39][CH3:40])(=[O:38])=[O:37])=[CH:32][CH:31]=2)=[CH:25][C:20]=1[C:21]([O:23][CH3:24])=[O:22].C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[CH2:39]([S:36]([C:33]1[CH:32]=[CH:31][C:30]([O:29][C:26]2[CH:27]=[CH:28][C:19]([NH:18][C:15]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][N:9]=3)=[O:16])=[C:20]([CH:25]=2)[C:21]([O:23][CH3:24])=[O:22])=[CH:35][CH:34]=1)(=[O:38])=[O:37])[CH3:40]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 135033Picolinoyl Chloride HydrochlorideHCID 516892Sodium BicarbonateHCID 57433574Methyl 2-amino-5-[4-(ethylsulfonyl)phenoxy]benzoate

生成物 1

HCID 67110490Methyl 5-[4-(ethylsulfonyl)phenoxy]-2-[(2-pyridinylcarbonyl)amino]benzoate収率 54.6%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

With cooling with ice, 4.4 ml of triethylamine and 2.8 g of picolinic acid chloride hydrochloride were added to a chloroform (30 ml) solution of 2.65 g of methyl 2-amino-5-[4-(ethylsulfonyl)phenoxy]benzoate, and stirred at room temperature for 90 minutes. Aqueous saturated sodium hydrogencarbonate solution was added to the reaction liquid, extracted with chloroform, and the organic layer was washed with saturated saline water. After dried, the solvent was evaporated away under reduced pressure, and the residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=2/1 to 1/1) to obtain 1.9 g of the entitled compound as a creamy white solid.

後処理

  1. extractionextracted with chloroform
  2. washthe organic layer was washed with saturated saline water
  3. customAfter dried
  4. customthe solvent was evaporated away under reduced pressure
  5. customthe residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=2/1 to 1/1)

出典と根拠

ORDレコード
ord-97aef66e9ebc4976b222451da946b012
出典データセット
uspto-grants-2011_04
特許番号
US07932394B2

反応ノート

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