Triethylamine → 4-(3-Chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidine

HRID 917628ノート

反応式

HRID 917628 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH2:5][NH2:6].C(N(CC)CC)C.[C:19]([C:22]1[C:23]([Cl:30])=[N:24][C:25]([Cl:29])=[N:26][C:27]=1Cl)([OH:21])=[O:20]>CN(C)C=O.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH2:5][NH:6][C:27]1[C:22]([C:19]([OH:21])=[O:20])=[C:23]([Cl:30])[N:24]=[C:25]([Cl:29])[N:26]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 7380383-Chloro-4-methoxybenzylamineHCID 200839572,4,6-Trichloropyrimidine-5-carboxylic acid

生成物 1

HCID 178482874-(3-Chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidine収率 91.6%

試薬・触媒・溶媒 2

HCID 311Citric Acid溶媒HCID 6228Dimethylformamide溶媒2 回

実験手順

A N,N-dimethylformamide solution 6 ml of 3-chloro-4-methoxybenzylamine 1.51 g and triethylamine 2.46 g is dropped over a period of 25 minutes under ice cooling a solution of 5-carboxy-2,4,6-trichloropyrimidine (prepared in Example 318(1)) 2.00 g in N,N-dimethylformamide 12 ml, and the mixture is further stirred for 90 minutes. The reaction mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The combined extract is washed with water and an aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to give 4-(3-chloro-4-methoxybenzylamino)-2,6-dichloropyrimidine-5-carboxylic acid as a pale brown crystalline powder 2.92 g. mp 144-151° C.

後処理

  1. extractionextracted with ethyl acetate
  2. extractionThe combined extract
  3. washis washed with water
  4. dry with materialan aqueous sodium chloride solution, dried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5fb491e0410846a882be6f0e025184bf
出典データセット
uspto-grants-2007_09
特許番号
US07273868B2

反応ノート

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