Triethylamine → N-(3-pyridylmethyl)-4-[(trifluoroacetyl)amino]cinnamamide

HRID 2227512ノート

反応式

HRID 2227512 の反応式
[F:1][C:2]([F:18])([F:17])[C:3]([NH:5][C:6]1[CH:16]=[CH:15][C:9]([CH:10]=[CH:11][C:12]([OH:14])=O)=[CH:8][CH:7]=1)=[O:4].[NH2:19][CH2:20][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1.P(C#N)(OCC)(OCC)=O.C(N(CC)CC)C>CN(C)C=O>[N:23]1[CH:24]=[CH:25][CH:26]=[C:21]([CH2:20][NH:19][C:12](=[O:14])[CH:11]=[CH:10][C:9]2[CH:8]=[CH:7][C:6]([NH:5][C:3](=[O:4])[C:2]([F:1])([F:18])[F:17])=[CH:16][CH:15]=2)[CH:22]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 310183-PyridinemethanamineHCID 76257Diethyl cyanophosphonateHCID 734475294-(Trifluoroacetylamino)cinnamic acid

生成物 1

HCID 73447526N-(3-pyridylmethyl)-4-[(trifluoroacetyl)amino]cinnamamide収率 92.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 4-(trifluoroacetylamino)cinnamic acid (1.30 g) and 3-(aminomethyl)pyridine (540 mg) in 20 ml dimethylformamide was mixed with 0.9 ml diethyl cyanophosphate and subsequently with 0.8 ml triethylamine on ice, and then stirred at room temperature for 4 hours. The solid precipitated from water was then filtered, washed with water, and dried by heating under reduced pressure to give N-(3-pyridylmethyl)-4-[(trifluoroacetyl)amino]cinnamamide (1.61 g, 92%).

後処理

  1. customThe solid precipitated from water
  2. filtrationwas then filtered
  3. washwashed with water
  4. customdried
  5. temperatureby heating under reduced pressure

出典と根拠

ORDレコード
ord-84b070115246491b9693cc488701c209
出典データセット
uspto-grants-2002_07
特許番号
US06413995B1

反応ノート

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