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

HRID 630548
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HRID 630548 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-9c9513901e5442babc091de0322f68e3
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09315490B2

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