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Triphenylphosphine → 6-isopropyl-2-(3-{5-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]pyrimidin-2-yl}benzyl)-2H-pyridazin-3-one

HRID 1042005
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HRID 1042005 반응식
[N:1]1([CH2:7][CH2:8][N:9]2[CH:13]=[C:12]([C:14]3[CH:15]=[N:16][C:17]([C:20]4[CH:21]=[C:22]([CH2:26]O)[CH:23]=[CH:24][CH:25]=4)=[N:18][CH:19]=3)[CH:11]=[N:10]2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH:28]([C:31]1[CH:32]=[CH:33][C:34](=[O:37])[NH:35][N:36]=1)([CH3:30])[CH3:29].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[CH:28]([C:31]1[CH:32]=[CH:33][C:34](=[O:37])[N:35]([CH2:26][C:22]2[CH:23]=[CH:24][CH:25]=[C:20]([C:17]3[N:16]=[CH:15][C:14]([C:12]4[CH:11]=[N:10][N:9]([CH2:8][CH2:7][N:1]5[CH2:6][CH2:5][O:4][CH2:3][CH2:2]5)[CH:13]=4)=[CH:19][N:18]=3)[CH:21]=2)[N:36]=1)([CH3:30])[CH3:29]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 230281476-Isopropyl-3-pyridazinoneHCID 58289705(3-{5-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]pyrimidin-2-yl}phenyl)methanol

생성물 1

HCID 426416116-isopropyl-2-(3-{5-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]pyrimidin-2-yl}benzyl)-2H-pyridazin-3-one

시약·촉매·용매

1
HCID 8028Tetrahydrofuran용매

실험 절차

7.3 A solution, kept under nitrogen, of 324 mg (0.70 mmol) of (3-{5-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]pyrimidin-2-yl}phenyl)methanol, 131 mg (0.91 mmol) of 6-isopropyl-2H-pyridazin-3-one and 278 mg (1.05 mmol) of triphenylphosphine in 1.4 ml of THF is cooled in an ice bath, and 217 μl (1.056 mmol) of diisopropyl azodicarboxylate are added dropwise. After the reaction mixture has been stirred at room temperature for 2 hours, it is evaporated. The residue is chromatographed on a silica-gel column with dichloromethane/methanol as eluent, giving 6-isopropyl-2-(3-{5-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]pyrimidin-2-yl}benzyl)-2H-pyridazin-3-one (“A13”) as yellowish crystals; ESI 486;

후처리

  1. temperatureis cooled in an ice bath
  2. customit is evaporated
  3. customThe residue is chromatographed on a silica-gel column with dichloromethane/methanol as eluent

출처 및 근거

ORD 기록
ord-b33e795d4c264cd898ecbd5ace8d42e4
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08557813B2

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