Ethyl Acetate → 5-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methyl-N-(pyrrolidin-1-yl)pyrimidin-4-amine

HRID 2390002ノート

反応式

HRID 2390002 の反応式
[Br:1][C:2]1[C:3]([NH:16][NH2:17])=[N:4][C:5]([N:9]2[C:13]([CH3:14])=[CH:12][CH:11]=[C:10]2[CH3:15])=[N:6][C:7]=1[CH3:8].[CH3:18][C:19](N(C)C)=O.[CH3:24][CH2:25]OC(C)=O>>[Br:1][C:2]1[C:3]([NH:16][N:17]2[CH2:18][CH2:19][CH2:25][CH2:24]2)=[N:4][C:5]([N:9]2[C:13]([CH3:14])=[CH:12][CH:11]=[C:10]2[CH3:15])=[N:6][C:7]=1[CH3:8]

参加物

4

反応物 3

HCID 8857Ethyl AcetateHCID 31374DimethylacetamideHCID 592589011-(5-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidin-4-yl)hydrazine

生成物 1

HCID 592589815-Bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methyl-N-(pyrrolidin-1-yl)pyrimidin-4-amine

反応条件

温度
60 °C

実験手順

To a flask was added 1-(5-bromo-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidin-4-yl)hydrazine (100 mg, 0.34 mmol) 1,4-dibromobutane (0.04 ml, 0.37 mmol) hunig's base (0.18 ml, 1.01 mmol) and DMAC (1.0 ml) at R.T. After heating at 60° C. over night, the reaction mixture was cooled to R.T. and diluted with EtOAc (2 ml) the white solid was filtered and the mother liquor was concentrated under reduced pressure. The resulting residue was purified by column chromatography eluted with 30% EtOAc:hex to give the titled compound weighted 76 mg 64%

後処理

  1. temperaturethe reaction mixture was cooled to R.T.
  2. filtrationwas filtered
  3. concentrationthe mother liquor was concentrated under reduced pressure
  4. customThe resulting residue was purified by column chromatography
  5. washeluted with 30% EtOAc

出典と根拠

ORDレコード
ord-2a1f5e00d56e4cf68c07a5c0b0a4dfd3
出典データセット
uspto-grants-2012_09
特許番号
US08273755B2

反応ノート

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