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Water → HCID 67033394, 화합물

HRID 539027
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HRID 539027 반응식
[Br:1][C:2]1[CH:3]=[N:4][N:5]2[CH:10]=[CH:9][C:8]([NH:11][C@@H:12]([CH:15]([CH3:17])[CH3:16])[CH2:13][NH2:14])=[N:7][C:6]=12.C(N(C(C)C)C(C)C)C.N1([C:32](N2C=CN=C2)=[O:33])C=CN=C1.O>CN(C=O)C>[Br:1][C:2]1[CH:3]=[N:4][N:5]2[CH:10]=[CH:9][C:8]([N:11]3[C@@H:12]([CH:15]([CH3:17])[CH3:16])[CH2:13][NH:14][C:32]3=[O:33])=[N:7][C:6]=12
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반응물 4

HCID 962WaterHCID 682631,1'-CarbonyldiimidazoleHCID 81531DiisopropylethylamineHCID 67035046(S)-N2-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-3-methylbutane-1,2-diamine

생성물 1

HCID 67033394HCID 67033394, 화합물수율 58.8%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

실험 절차

To a solution of (S)—N2-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-3-methylbutane-1,2-diamine (0.75 g, 2.52 mmol) in DMF was added N-ethyl-N-isopropylpropan-2-amine (1.38 ml, 7.55 mmol) and di(1H-imidazol-1-yl)methanone (0.816 g, 5.03 mmol) and the reaction stirred overnight at ambient temperature. The reaction was poured into water and extracted into EtOAc. The combined organic layers were washed with brine, dried over magnesium sulfate and concentrated in vacuo. The crude material was purified by chromatography, eluting with 2% MeOH/dichloromethane, to yield (S)-1-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-5-isopropylimidazolidin-2-one (0.48 g, 58%).

후처리

  1. extractionextracted into EtOAc
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe crude material was purified by chromatography
  6. washeluting with 2% MeOH/dichloromethane

출처 및 근거

ORD 기록
ord-ee2284e39713408787b51fe4f0dbedfe
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08865726B2

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