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Lithium Hydroxide → N-[3-methoxy-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine

HRID 859109
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HRID 859109 반응식
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[C:8]([Cl:13])=[N:9][CH:10]=[CH:11][CH:12]=1)=O.N(O)=O.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([NH:26][C:27]([NH2:29])=[NH:28])[CH:23]=[CH:24][CH:25]=1.[OH-].[Li+]>CC(O)CC>[CH3:18][O:19][C:20]1[CH:21]=[C:22]([NH:26][C:27]2[N:29]=[C:5]([C:7]3[C:8]([Cl:13])=[N:9][CH:10]=[CH:11][CH:12]=3)[CH:4]=[CH:3][N:28]=2)[CH:23]=[CH:24][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3939Lithium HydroxideHCID 533963053-Dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-oneHCID 178491134HCID 178491134, 화합물

생성물 1

HCID 85993058N-[3-methoxy-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine수율 78%

시약·촉매·용매 1

HCID 6568(+-)-2-Butanol용매

실험 절차

A mixture of 3-dimethylamino-1-(2-chloro-3-pyridyl)-2-propen-1-one (3.50 g, 16.5 mmol), 3-methoxy-phenyl-guanidine nitrite (3.70 g, 16.2 mmol), lithium hydroxide (412 mg, 16.5 mmol) in 2-butanol (15 mL) is heated to reflux overnight. The reaction mixture is cooled to room temperature, concentrated and water (60 mL) is added. The resultant solid is filtered, washed with water, isopropanol and dried to give N-[3-methoxy-phenyl]-4-(2-chloro-3-pyridyl)-2-pyrimidineamine (3.95 g); ESI-MS (m/z): 313 (M++H).

후처리

  1. temperatureis heated
  2. temperatureto reflux overnight
  3. concentrationconcentrated
  4. additionwater (60 mL) is added
  5. filtrationThe resultant solid is filtered
  6. washwashed with water, isopropanol
  7. customdried

출처 및 근거

ORD 기록
ord-04ac867d07cc418b90bdb5696e02e39b
출처 데이터셋
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07151096B2

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