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

HRID 2240263노트

반응식

HRID 2240263 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5ede3aec739b472c823b971a2d21b95e
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723347B2

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