Ammonium formate → 1-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine

HRID 2183707

반응식

HRID 2183707 반응식
C([N:8]1[CH2:13][CH2:12][C:11]2[N:14]([C:17]3[CH:18]=[C:19]([CH3:23])[CH:20]=[CH:21][CH:22]=3)[CH:15]=[N:16][C:10]=2[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[C:19]1([CH3:23])[CH:20]=[CH:21][CH:22]=[C:17]([N:14]2[C:11]3[CH2:12][CH2:13][NH:8][CH2:9][C:10]=3[N:16]=[CH:15]2)[CH:18]=1

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 219836255-benzyl-1-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine

생성물 1

HCID 219836441-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine수율 32.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A mixture of 5-benzyl-1-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine 17a (500 mg, 1.6 mmol), ammonium formate (1.0 g), and 700 mg 5% Pd/C (50% with water) in 80% aqueous methanol was heated at reflux for 12 hr, and then allowed to reach ambient temperature. The catalyst was removed by filtration through Celite®. The filtrate was evaporated in vacuo. Purification by silica gel chromatography provided 1-m-tolyl-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine (110 mg) 18a as an oil.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 12 hr
  3. customto reach ambient temperature
  4. customThe catalyst was removed by filtration through Celite®
  5. customThe filtrate was evaporated in vacuo
  6. customPurification by silica gel chromatography

출처 및 근거

ORD 기록
ord-752e700fa6be4fdba6f41c071d4d30bc
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900220B2

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