Benzyl succinimido carbonate → HCID 178525108, 화합물

HRID 467518노트

반응식

HRID 467518 반응식
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

참가 물질

5

반응물 3

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

생성물 1

HCID 178525108HCID 178525108, 화합물수율 75.1%

시약·촉매·용매 1

HCID 21584119Ethylacetate methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c5f2c5d2bbad4e7ab57933ee0fe0f120
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623862B2

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