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Water → 1-(8-(4-fluorophenyl)-7-(4-pyridyl)-1,2,4-triazolo[4,3-c]pyrimidin-5-yl)amino-2(S)-amino-3-phenylpropane

HRID 897394
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인쇄 미리보기

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HRID 897394 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[N:10]([CH:22]=[N:23][N:24]=3)[C:11](SC)=[N:12][C:13]=2[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:31]1([CH2:37][C@H:38]([NH2:41])[CH2:39][NH2:40])[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.O>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]3[N:10]([CH:22]=[N:23][N:24]=3)[C:11]([NH:40][CH2:39][C@@H:38]([NH2:41])[CH2:37][C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)=[N:12][C:13]=2[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 12699301(2S)-3-Phenylpropane-1,2-diamineHCID 223466278-(4-Fluorophenyl)-5-methylthio-7-(4-pyridyl)-1,2,4-triazolo[4,3-c]pyrimidine

생성물 1

HCID 102167941-(8-(4-fluorophenyl)-7-(4-pyridyl)-1,2,4-triazolo[4,3-c]pyrimidin-5-yl)amino-2(S)-amino-3-phenylpropane

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

A mixture of 8-(4-fluorophenyl)-5-methylthio-7-(4-pyridyl)-1,2,4-triazolo[4,3-c]pyrimidine (1.0 g, 3.0 mmole), potassium carbonate (1.5 g) and (2S)-3-phenylpropane-1,2-diamine (540 mg, 3.6 mmole) in 50 ml of DMF was stirred at room temperature (RT) for 48 hours. The reaction solution was poured into water (200 mL), and the resulting precipitate was filtered and washed with water. The crude product was purified by flash chromatography (3%-15% MeOH/NH3 in DCM) to provide 1-(8-(4-fluorophenyl)-7-(4-pyridyl)-1,2,4-triazolo[4,3-c]pyrimidin-5-yl)amino-2(S)-amino-3-phenylpropane was obtained as white solid; MS: m/z (M+H)+ 440.1; C25H22FN7 requir. 439.5.

후처리

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with water
  3. customThe crude product was purified by flash chromatography (3%-15% MeOH/NH3 in DCM)

출처 및 근거

ORD 기록
ord-f4403fad76084795bec677e953387bee
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06921762B2

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