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Potassium Carbonate → 4-[4-(5-bromo-3-methyl-pyridin-2-yl)-2-(R)-methyl-piperazin-1-yl]-6-(4-fluoro-phenyl)-2-(2-(R)-methyl-pyrrolidin-1-yl)-pyrimidine

HRID 1444152
ノート
印刷プレビュー

反応式

HRID 1444152 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH3:29])[C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[C:18]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=4)[N:17]=[C:16](Cl)[N:15]=3)[C@H:10]([CH3:28])[CH2:9]2)=[N:6][CH:7]=1.Br.[CH3:31][C@@H:32]1[CH2:36][CH2:35][CH2:34][NH:33]1.C([O-])([O-])=O.[K+].[K+]>CC(N(C)C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH3:29])[C:5]([N:8]2[CH2:13][CH2:12][N:11]([C:14]3[CH:19]=[C:18]([C:20]4[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=4)[N:17]=[C:16]([N:33]4[CH2:34][CH2:35][CH2:36][C@H:32]4[CH3:31])[N:15]=3)[C@H:10]([CH3:28])[CH2:9]2)=[N:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 12444175(2R)-2-methylpyrrolidine hydrobromideHCID 591683034-[4-(5-Bromo-3-methyl-pyridin-2-yl)-2-(R)-methyl-piperazin-1-yl]-2-chloro-6-(4-fluoro-phenyl)-pyrimidine

生成物 1

HCID 591682874-[4-(5-bromo-3-methyl-pyridin-2-yl)-2-(R)-methyl-piperazin-1-yl]-6-(4-fluoro-phenyl)-2-(2-(R)-methyl-pyrrolidin-1-yl)-pyrimidine

試薬・触媒・溶媒 1

HCID 31374
Dimethylacetamide
溶媒

実験手順

Heat a mixture of 4-[4-(5-bromo-3-methyl-pyridin-2-yl)-2-(R)-methyl-piperazin-1-yl]-2-chloro-6-(4-fluoro-phenyl)-pyrimidine (7.7 g, 16.2 mmol), (R)-2-methylpyrrolidine hydrobromide [prepared essentially as described by Nijhuis et. al. (1989) J. Org. Chem. 54(1):209] (3.5 g, 21.1 mmol) and K2CO3 (5.1 g, 37.3 mmol) in DMA at 110° C. for 16 h. Partition the mixture between EtOAc and water, dry (Na2SO4) the organic layer and concentrate under reduced pressure. Purify with flash silica gel column eluting with 10% EtOAc/hexanes. Concentrate under reduced pressure to give the title compound.

後処理

  1. temperatureHeat
  2. customprepared essentially
  3. customPartition the mixture between EtOAc and water
  4. dry with materialdry (Na2SO4) the organic layer
  5. concentrationconcentrate under reduced pressure
  6. customPurify with flash silica gel column
  7. washeluting with 10% EtOAc/hexanes
  8. concentrationConcentrate under reduced pressure

出典と根拠

ORDレコード
ord-f460629933d14d0b803622c7ca8a8e8b
出典データセット
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07662830B2

反応ノート

読み込み中…

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