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Benzoic Acid → 5-methyl-6-(2-phenyl-benzoxazol-6-yl)-4,5-dihydro-2H-pyridazin-3-one

HRID 1619968
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HRID 1619968 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][C:3]=1[OH:16].[C:17](O)(=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.ClC(Cl)(Cl)C#N>C(#N)C>[CH3:15][CH:9]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]3[N:1]=[C:17]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[O:16][C:3]=3[CH:4]=2)=[N:13][NH:12][C:11](=[O:14])[CH2:10]1
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참가 물질

6

반응물 4

HCID 243Benzoic AcidHCID 11011TrichloroacetonitrileHCID 11776TriphenylphosphineHCID 179934936-(4-amino-3-hydroxy-phenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one

생성물 1

HCID 674626375-methyl-6-(2-phenyl-benzoxazol-6-yl)-4,5-dihydro-2H-pyridazin-3-one

시약·촉매·용매 1

HCID 6342
Acetonitrile
용매

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온도
120 °C

실험 절차

219 mg (1 mmol) 6-(4-amino-3-hydroxy-phenyl)-5-methyl-4,5-dihydro-2H-pyridazin-3-one, 122 mg (1 mmol) benzoic acid, 1.7 g (3 mmol) polymer-bound triphenylphosphine, 289 mg (2 mmol) trichloroacetonitrile and 7.5 ml acetonitrile are placed in a microwave vial and heated to 120° C. for 15 min at 200 W. The resin is filtered off and washed with methanol as well as acetonitrile. The solv. is eliminated by rotary evaporation i.V. and the residue is purified by RP-HPLC.

후처리

  1. filtrationThe resin is filtered off
  2. washwashed with methanol as well as acetonitrile
  3. customand the residue is purified by RP-HPLC

출처 및 근거

ORD 기록
ord-9e72acad523f46b080d0b437e1780aec
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772323B2

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