4,6-Dichloropyrimidine → N-({3-[(6-chloropyrimidin-4-yl)amino]phenyl}methyl)methanesulfonamide

HRID 576669ノート

反応式

HRID 576669 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][CH:13]=1)[CH2:5][NH:6][S:7]([CH3:10])(=[O:9])=[O:8].[Cl:14][C:15]1[CH:20]=[C:19](Cl)[N:18]=[CH:17][N:16]=1.C(N(CC)C(C)C)(C)C>C(O)(C)C>[Cl:14][C:15]1[N:16]=[CH:17][N:18]=[C:19]([NH:1][C:2]2[CH:3]=[C:4]([CH:11]=[CH:12][CH:13]=2)[CH2:5][NH:6][S:7]([CH3:10])(=[O:9])=[O:8])[CH:20]=1

参加物

5

反応物 3

HCID 709434,6-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 34174207N-(3-aminobenzyl)methanesulfonamide

生成物 1

HCID 53257231N-({3-[(6-chloropyrimidin-4-yl)amino]phenyl}methyl)methanesulfonamide収率 43.6%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

5.309 g N-(3-Amino-benzyl)-methanesulfonamide (obtained in Step 2, 26.5 mmol) and 4.739 g 4,6-dichloropyrimidine (31.81 mmol) was dissolved in 120 cm3 of isopropyl-alcohol, 6.93 cm3 N,N-diisopropyl-ethylamine (5.140 g, 39.76 mmol) was added and the mixture was refluxed for four days. The reaction mixture was cooled to room temperature and the precipitated compound was filtered off. The light yellow product was washed well with diethyl-ether and air-dried. 3.612 g N-[3-(6-Chloro-pyrimidin-4-ylamino)-benzyl]-methanesulfonamide was obtained in more than 98% purity and in 44% overall yield. For analitical results and compound identification see Table 1. The compound was used as a starting material in the preparation of Example 2-32 and 75.

後処理

  1. temperaturethe mixture was refluxed for four days
  2. filtrationthe precipitated compound was filtered off
  3. washThe light yellow product was washed well with diethyl-ether
  4. customair-dried

出典と根拠

ORDレコード
ord-d8e4415d5f024744ad28666af3698db6
出典データセット
uspto-grants-2015_05
特許番号
US09040529B2

反応ノート

読み込み中…