Oxalyl chloride → HCID 86588258, 화합물

HRID 1072538노트

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HRID 1072538 반응식
[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]

참가 물질

6

반응물 3

HCID 65578Oxalyl chlorideHCID 140414Bicyclo(2.2.1)heptane-1-carboxylic acidHCID 178507432HCID 178507432, 화합물

생성물 1

HCID 86588258HCID 86588258, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 1049Pyridine용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-869083f57e934262953b0654a3539131
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06911462B2

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