Methyl iodide → 4-(3-Chloro-4-methoxybenzylamino)-5-methoxycarbonyl-2,6-dichloropyrimidine

HRID 917643ノート

反応式

HRID 917643 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[CH2:5][NH:6][C:7]1[C:12]([C:13]([OH:15])=[O:14])=[C:11]([Cl:16])[N:10]=[C:9]([Cl:17])[N:8]=1.[C:23](=O)([O-])O.[Na+].CI.C(OC(C)C)(C)C>C(Cl)Cl.CCCCCC.CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[CH2:5][NH:6][C:7]1[C:12]([C:13]([O:15][CH3:23])=[O:14])=[C:11]([Cl:16])[N:10]=[C:9]([Cl:17])[N:8]=1

参加物

8

反応物 4

HCID 6328Methyl iodideHCID 7914Diisopropyl EtherHCID 516892Sodium Bicarbonate2 回HCID 178482874-(3-Chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidine

生成物 1

HCID 178483594-(3-Chloro-4-methoxybenzylamino)-5-methoxycarbonyl-2,6-dichloropyrimidine

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒HCID 8058Hexane溶媒

実験手順

A mixture of 4-(3-chloro-4-methoxybenzylamino)-5-carboxy-2,6-dichloropyrimidine (prepared in the above (1)) 17.55 g, sodium hydrogen carbonate 4.07 g, methyl iodide 5.48 ml and dimethylformamide 50 ml is stirred overnight at room temperature. The reaction mixture is diluted an aqueous saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer is washed, dried and concentrated in vacuo to give a pale yellow solid. The solid is suspended in a mixture of methylene chloride, isopropyl ether and hexane, and filtered. The precipitate is washed with a mixture of isopropyl ether and hexane to give 4-(3-chloro-4-methoxybenzylamino)-5-methoxycarbonyl-2,6-dichloropyrimidine as a colorless crystalline powder 8.64 g. mp 118-119° C.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer is washed
  3. customdried
  4. concentrationconcentrated in vacuo
  5. customto give a pale yellow solid
  6. filtrationfiltered
  7. washThe precipitate is washed with a mixture of isopropyl ether and hexane

出典と根拠

ORDレコード
ord-0fb457c0d543483fa84c27b7ce87fa68
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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