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

HRID 2183707

反応式

HRID 2183707 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-752e700fa6be4fdba6f41c071d4d30bc
出典データセット
uspto-grants-2005_05
特許番号
US06900220B2

関連ノート

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