Triethylamine → 2-[3-[3-[(E)-3-(2-pyridyl)acryloylamino]phenyl]phenylamino]-3-nitropyridine

HRID 1953411ノート

反応式

HRID 1953411 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[CH:8][C:9]([OH:11])=O.C(N(CC)CC)C.C(Cl)(=O)C(C)(C)C.[NH2:26][C:27]1[CH:28]=[C:29]([C:33]2[CH:34]=[C:35]([NH:39][C:40]3[C:45]([N+:46]([O-:48])=[O:47])=[CH:44][CH:43]=[CH:42][N:41]=3)[CH:36]=[CH:37][CH:38]=2)[CH:30]=[CH:31][CH:32]=1>C(Cl)Cl>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1/[CH:7]=[CH:8]/[C:9]([NH:26][C:27]1[CH:28]=[C:29]([C:33]2[CH:34]=[C:35]([NH:39][C:40]3[C:45]([N+:46]([O-:48])=[O:47])=[CH:44][CH:43]=[CH:42][N:41]=3)[CH:36]=[CH:37][CH:38]=2)[CH:30]=[CH:31][CH:32]=1)=[O:11]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 2478243-(2-Pyridyl)acrylic acidHCID 232981392-[3-(3-Aminophenyl)phenylamino]-3-nitropyridine

生成物 1

HCID 232981322-[3-[3-[(E)-3-(2-pyridyl)acryloylamino]phenyl]phenylamino]-3-nitropyridine収率 99.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To an ice cooled suspension of 3-(2-pyridyl)acrylic acid (1.07 g) in dry methylene chloride (80 ml) was added triethylamine (1.46 g) and pivaloyl chloride (0.87 g) and the mixture was stirred for 2 hours. After the clear reaction mixture was obtained, 2-[3-(3-aminophenyl)phenylamino]-3-nitropyridine (2.0 g) was added thereto and stirred under reflux overnight. The reaction was chromatographed on silica gel (chloroform-methanol 50:1 as an eluent) to give 2-[3-[3-[(E)-3-(2-pyridyl)acryloylamino]phenyl]phenylamino]-3-nitropyridine as an orange crystal (2.85 g).

後処理

  1. customAfter the clear reaction mixture was obtained
  2. stirringstirred
  3. temperatureunder reflux overnight
  4. customThe reaction was chromatographed on silica gel (chloroform-methanol 50:1 as an eluent)

出典と根拠

ORDレコード
ord-87af4c75deaf41fcb24a63da7689739f
出典データセット
uspto-grants-2000_09
特許番号
US06117875

反応ノート

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