Triphenylphosphine → HCID 69432329、化合物

HRID 1348958ノート

反応式

HRID 1348958 の反応式
CCOC(/N=N/C(OCC)=O)=O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[CH3:32][O:33][C:34]([C:36]1[NH:37][C:38](=[O:50])[NH:39][C:40]=1[CH2:41][S:42][C:43]1[CH:48]=[CH:47][C:46]([OH:49])=[CH:45][CH:44]=1)=[O:35].[CH3:51][C:52]1[CH:61]=[C:60]([CH2:62]O)[C:59]2[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=2)[N:53]=1>C1COCC1.CN(C=O)C>[CH3:32][O:33][C:34]([C:36]1[NH:37][C:38](=[O:50])[NH:39][C:40]=1[CH2:41][S:42][C:43]1[CH:48]=[CH:47][C:46]([O:49][CH2:62][C:60]2[C:59]3[C:54](=[CH:55][CH:56]=[CH:57][CH:58]=3)[N:53]=[C:52]([CH3:51])[CH:61]=2)=[CH:45][CH:44]=1)=[O:35]

参加物

7

反応物 4

HCID 11776Triphenylphosphine2 回HCID 5462977Diethyl azodicarboxylateHCID 10149033(2-Methylquinolin-4-yl)methanolHCID 711950995-(4-hydroxy-phenylsulfanyl methyl)-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid methyl ester

生成物 1

HCID 69432329HCID 69432329、化合物収率 8%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of DEAD (81 mg, 0.46 mmol) in 3 mL of THF at 0° C. was added PPh3 (120 mg, 0.46 mmol). After dissolution of PPh3, 4d (100 mg, 0.31 mmol) was added and the solution was stirred for 15 min. (2-methyl-4-quinolinyl)methanol was then added as a solid. After stirring for 2 h, 3 mL of DMF was added to aid dissolution. The mixture was stirred at room temperature overnight before it was quenched with water. The solution was extracted with CH2Cl2 and the organic layer was dried over MgSO4. After filtration and concentration, the residue was purified by flash column chromatography to provide 5-[4-(2-methyl-quinolin-4-ylmethoxy)-phenylsulfanylmethyl]-2-oxo-2,3-dihydro-1H-imidazole-4-carboxylic acid methyl ester 4e (11 mg, 8%). MS (ESI+) (M+1)=436.

後処理

  1. additionwas added
  2. additionwas then added as a solid
  3. stirringThe mixture was stirred at room temperature overnight before it
  4. customwas quenched with water
  5. extractionThe solution was extracted with CH2Cl2
  6. dry with materialthe organic layer was dried over MgSO4
  7. filtrationAfter filtration and concentration
  8. customthe residue was purified by flash column chromatography

出典と根拠

ORDレコード
ord-f3ab5768211b4e6a88490fda4322a720
出典データセット
uspto-grants-2007_05
特許番号
US07211671B2

反応ノート

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