Benzyl succinimido carbonate → HCID 178525108、化合物

HRID 467518ノート

反応式

HRID 467518 の反応式
Cl.Cl.[NH:3]1[C:11]2[CH2:10][CH2:9][NH:8][CH2:7][C:6]=2[N: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>[NH: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[N: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 178525108HCID 178525108、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-1H-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 0.1M HCl solution, with saturated NaCl solution, it is dried and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, 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 0.1M HCl solution, with saturated NaCl solution, it
  3. customis dried
  4. customthe solvent is evaporated under vacuum
  5. customThe residue is chromatographed on silica gel
  6. washeluting with DCM/MeOH mixture

出典と根拠

ORDレコード
ord-c5f2c5d2bbad4e7ab57933ee0fe0f120
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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