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Cyclopropylamine → Cyclopropyl-4-[2-(4-fluorophenyl)-8-methylimidazo[1,2-a]pyrazin-3-yl]-pyrimidin-2-ylamine

HRID 2233081
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HRID 2233081 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]3[C:15]([CH3:16])=[N:14][CH:13]=[CH:12][N:11]3[C:17]=2[C:18]2[CH:23]=[CH:22][N:21]=[C:20](S(C)(=O)=O)[N:19]=2)=[CH:4][CH:3]=1.[CH:28]1([NH2:31])[CH2:30][CH2:29]1>C(#N)C>[CH:28]1([NH:31][C:20]2[N:19]=[C:18]([C:17]3[N:11]4[CH:12]=[CH:13][N:14]=[C:15]([CH3:16])[C:10]4=[N:9][C:8]=3[C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[CH:23]=[CH:22][N:21]=2)[CH2:30][CH2:29]1
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참가 물질

4

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HCID 69828Cyclopropylamine2회HCID 588695482-(4-Fluorophenyl)-3-(2-methanesulfonylpyrimidin-4-yl)-8-methylimidazo[1,2-a]pyrazine

생성물 1

HCID 58869555Cyclopropyl-4-[2-(4-fluorophenyl)-8-methylimidazo[1,2-a]pyrazin-3-yl]-pyrimidin-2-ylamine수율 83%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

To a mixture of 2-(4-fluorophenyl)-3-(2-methanesulfonylpyrimidin-4-yl)-8-methylimidazo[1,2-a]pyrazine (Example #G.1; 3.66 g, 9.55 mmol) in ACN (70 mL) was added cyclopropylamine (3.31 mL, 47.7 mmol). The mixture was heated to about 80° C. After about 16 h, the mixture was treated with additional cyclopropylamine (3.0 mL, 43 mmol) and heated at about 80° C. for about another 4 h. The mixture was cooled to ambient temperature and filtered. The resulting solid was washed with ACN and dried to yield the title compound as a white solid (2.85 g, 83%): LC/MS (Table 1, Method b) Rt=2.0 min; MS m/z: 361.2 (M+H)+.

후처리

  1. temperatureheated at about 80° C. for about another 4 h
  2. temperatureThe mixture was cooled to ambient temperature
  3. filtrationfiltered
  4. washThe resulting solid was washed with ACN
  5. customdried

출처 및 근거

ORD 기록
ord-b86ea252d4d8449485c7f76e160d1132
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07709468B2

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