Benzyl succinimido carbonate → HCID 10199023、化合物

HRID 467523ノート

反応式

HRID 467523 の反応式
Cl.Cl.[N:3]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:7][C:6]=2[NH:5][CH:4]=1.C([O-])(O)=O.[Na+].[CH2:17]([O:24][C:25](ON1C(=O)CCC1=O)=[O:26])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CCOC(C)=O.CO>[N:3]1[C:11]2[CH2:10][CH2:9][N:8]([C:25]([O:24][CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:26])[CH2:7][C:6]=2[NH:5][CH:4]=1

参加物

5

反応物 3

HCID 83172Benzyl succinimido carbonateHCID 516892Sodium BicarbonateHCID 164180044,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine--hydrogen chloride (1/2)

生成物 1

HCID 10199023HCID 10199023、化合物収率 75.1%

試薬・触媒・溶媒 1

HCID 21584119Ethylacetate methanol溶媒

実験手順

A mixture of 2.0 g of 4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, 2.36 g of NaHCO3 and 2.45 g of N-(benzyloxycarbonyloxy)succinimide in 80 ml of dioxane/water mixture (50/50; v/v) is stirred for 16 hours at RT. The reaction mixture is extracted with EtOAc, the organic phase is washed with a saturated solution of NaHCO3, with a 0.1 M solution of HCl, with saturated NaCl solution, it is dried over Na2SO4 and the solvent is evaporated under vacuum. The residue is purified by silica gel chromatography, eluting with DCM/MeOH mixture. 1.9 g of the expected compound is obtained.

後処理

  1. extractionThe reaction mixture is extracted with EtOAc
  2. washthe organic phase is washed with a saturated solution of NaHCO3, with a 0.1 M solution of HCl, with saturated NaCl solution, it
  3. dry with materialis dried over Na2SO4
  4. customthe solvent is evaporated under vacuum
  5. customThe residue is purified by silica gel chromatography
  6. washeluting with DCM/MeOH mixture

出典と根拠

ORDレコード
ord-7ee478b84c364cc2b7a5c7ef3b336de1
出典データセット
uspto-grants-2014_01
特許番号
US08623862B2

反応ノート

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