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Dimethyl Sulfoxide → N-(6-Chloro-4-pyrimidinyl)-2-(trifluoromethyl)-1H-indole-5-methanamine

HRID 2401229
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HRID 2401229 반응식
[F:1][C:2]([F:15])([F:14])[C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([CH2:12][NH2:13])=[CH:7][CH:6]=2.[Cl:16][C:17]1[CH:22]=[C:21](Cl)[N:20]=[CH:19][N:18]=1.C(=O)([O-])[O-].[K+].[K+].CS(C)=O>O>[Cl:16][C:17]1[N:18]=[CH:19][N:20]=[C:21]([NH:13][CH2:12][C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=2)[NH:4][C:3]([C:2]([F:1])([F:14])[F:15])=[CH:11]3)[CH:22]=1
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참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 709434,6-DichloropyrimidineHCID 58126817(2-(Trifluoromethyl)-1h-indol-5-yl)methanamine2회

생성물 1

HCID 51356699N-(6-Chloro-4-pyrimidinyl)-2-(trifluoromethyl)-1H-indole-5-methanamine수율 74.2%

시약·촉매·용매 1

HCID 962
Water
용매

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온도
140 °C

실험 절차

{[2-(Trifluoromethyl)-1H-indol-5-yl]methyl}amine (Intermediate 34, 600 mg, 2.394 mmol), 4,6-dichloropyrimidine (357 mg, 2.394 mmol) and potassium carbonate (993 mg, 7.18 mmol) were added to DMSO (13 mL). The reaction mixture was heated in the microwave for 1.5 hours at 140° C. The LC/MS showed product. The reaction mixture was poured into water and extracted with ethyl acetate. Traces of water were removed with a phase separator and the solvent removed under reduced pressure to give the title compound (580 mg);

후처리

  1. extractionextracted with ethyl acetate
  2. customTraces of water were removed with a phase separator
  3. customthe solvent removed under reduced pressure

출처 및 근거

ORD 기록
ord-1d5291ed946a4fca83592fbda4862b5d
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08796283B2

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