Oxalyl chloride → HCID 86588258、化合物

HRID 1072538ノート

反応式

HRID 1072538 の反応式
[C:1](Cl)(=[O:5])[C:2](Cl)=O.[C:7]12(C(O)=O)[CH2:13][CH:10]([CH2:11][CH2:12]1)[CH2:9][CH2:8]2.NC1C=CC(C2[NH:25][C:26]3[CH:32]=[CH:31][C:30](N)=[CH:29][C:27]=3[N:28]=2)=CC=1>CN(C=O)C.N1C=CC=CC=1>[CH3:11][CH:12]([C:1]([C:2]1[NH:28][C:27]2[CH:29]=[CH:30][CH:31]=[CH:32][C:26]=2[N:25]=1)=[O:5])[CH2:7][CH2:8][CH2:9][CH2:10][CH3:13]

参加物

6

反応物 3

HCID 65578Oxalyl chlorideHCID 140414Bicyclo(2.2.1)heptane-1-carboxylic acidHCID 178507432HCID 178507432、化合物

生成物 1

HCID 86588258HCID 86588258、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 1049Pyridine溶媒

反応条件

温度
60 °C

実験手順

Bis-bicyclo[2:2:1]heptane-2-carbonyl benzimidazole was prepared as follows: oxalyl chloride (1.07 ml, 2 M in CH2Cl2) was added to bicyclo[2.2.1]heptane carboxylic acid (0.305 g, 2.14 mmole) followed by one drop DMF. The mixture was allowed to react at RT for 1.0 hour. To the above solution was added 2-(4-aminophenyl)-6-amino-benzimidazole (0.200 g, 0.89 mmole) in pyridine (2 ml). The reaction was heated to 60° C. overnight. The reaction was cooled and the precipitate filtered and washed with NaHCO3 and hexanes. The resulting solid was purified by preparative HPLC to give a solid that was 68% pure.

後処理

  1. customto react at RT for 1.0 hour
  2. temperatureThe reaction was cooled
  3. filtrationthe precipitate filtered
  4. washwashed with NaHCO3 and hexanes
  5. customThe resulting solid was purified by preparative HPLC
  6. customto give a solid

出典と根拠

ORDレコード
ord-869083f57e934262953b0654a3539131
出典データセット
uspto-grants-2005_06
特許番号
US06911462B2

反応ノート

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