Dimethylformamide → 6-Chloro-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)phenyl]pyrimidine-2,4-diamine

HRID 2240263ノート

反応式

HRID 2240263 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[CH2:9][C:10]1[CH:15]=[CH:14][N:13]=[C:12]2[NH:16][CH:17]=[CH:18][C:11]=12)[NH2:5].[Cl:19][C:20]1[CH:25]=[C:24](Cl)[N:23]=[C:22](N)[N:21]=1.[OH-].[Na+].C[N:31](C=O)C>O.Cl>[Cl:19][C:20]1[N:21]=[C:22]([NH:5][C:4]2[CH:6]=[CH:7][C:8]([CH2:9][C:10]3[CH:15]=[CH:14][N:13]=[C:12]4[NH:16][CH:17]=[CH:18][C:11]=34)=[C:2]([F:1])[CH:3]=2)[N:23]=[C:24]([NH2:31])[CH:25]=1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 655222-Amino-4,6-dichloropyrimidineHCID 593050333-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)aniline

生成物 1

HCID 866243416-Chloro-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)phenyl]pyrimidine-2,4-diamine

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 962Water溶媒

実験手順

40 mg (0.15 mmol) of 3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)aniline and 29 mg (0.18 mmol) of 4,6-dichloropyrimidine-2-amine are suspended in 2 ml of water and 0.11 ml of 2N hydrochloric acid. The reaction mixture is heated at reflux for 15 hours. After cooling, the mixture is made alkaline using dilute aqueous sodium hydroxide solution, a little DMF is added and the mixture is extracted with ethyl acetate. The extract is dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC.

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 15 hours
  3. temperatureAfter cooling
  4. extractionthe mixture is extracted with ethyl acetate
  5. dry with materialThe extract is dried over sodium sulfate
  6. customthe solvent is removed under reduced pressure
  7. customThe residue is purified by preparative HPLC

出典と根拠

ORDレコード
ord-5ede3aec739b472c823b971a2d21b95e
出典データセット
uspto-grants-2010_05
特許番号
US07723347B2

反応ノート

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