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Pyrrolidine → (1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(pyrrolidin-1-yl)methanone

HRID 630548
ノート
印刷プレビュー

反応式

HRID 630548 の反応式
CN(C(ON1N=NC2[CH:12]=[CH:13][CH:14]=[N:15][C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(C(C)C)CC)(C)C.N1CCCC1.[Br:39][C:40]1[CH:41]=[N:42][C:43]([N:46]2[C:54]3[C:49](=[CH:50][CH:51]=[C:52]([C:55]([OH:57])=O)[CH:53]=3)[C:48]([S:58][CH3:59])=[CH:47]2)=[N:44][CH:45]=1>CN(C=O)C>[Br:39][C:40]1[CH:45]=[N:44][C:43]([N:46]2[C:54]3[C:49](=[CH:50][CH:51]=[C:52]([C:55]([N:15]4[CH2:14][CH2:13][CH2:12][CH2:10]4)=[O:57])[CH:53]=3)[C:48]([S:58][CH3:59])=[CH:47]2)=[N:42][CH:41]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 31268PyrrolidineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 1186660601-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylic acid

生成物 1

HCID 118676809(1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indol-6-yl)(pyrrolidin-1-yl)methanone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

HATU (3.1 g, 8.24 mmol), diisopropylethylamine (3.6 ml, 20.6 mmol) and pyrrolidine (0.6 g, 8.24 mmol) were added to an ice cooled suspension of 1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylic acid (2.5 g, 6.86 mmol) in DMF (20 mL). The resulting mixture was stirred at room temperature for 16 h and then quenched with crushed ice. The precipitating solid was filtered off, washed with water and dissolved in dichloromethane. The organic phase was dried over sodium sulfate and evaporated. White solid. Yield: 2.1 g (73% of theory)

後処理

  1. temperaturecooled
  2. customquenched with crushed ice
  3. filtrationThe precipitating solid was filtered off
  4. washwashed with water
  5. dissolutiondissolved in dichloromethane
  6. dry with materialThe organic phase was dried over sodium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-9c9513901e5442babc091de0322f68e3
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09315490B2

反応ノート

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