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Triphenylphosphine → 1-(2,3-dimethyl-2H-indazol-5-yl)-4-{[4-(trifluoromethyl)thiophen-2-yl]methoxy}pyridin-2(1H)-one

HRID 1497404
ノート
印刷プレビュー

反応式

HRID 1497404 の反応式
[CH3:1][N:2]1[C:10]([CH3:11])=[C:9]2[C:4]([CH:5]=[CH:6][C:7]([N:12]3[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][C:13]3=[O:19])=[CH:8]2)=[N:3]1.[F:20][C:21]([F:30])([F:29])[C:22]1[CH:23]=[C:24]([CH2:27]O)[S:25][CH:26]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.C(OCC)(=O)C>[CH3:1][N:2]1[C:10]([CH3:11])=[C:9]2[C:4]([CH:5]=[CH:6][C:7]([N:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:27][C:24]4[S:25][CH:26]=[C:22]([C:21]([F:30])([F:29])[F:20])[CH:23]=4)=[CH:14][C:13]3=[O:19])=[CH:8]2)=[N:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 11776TriphenylphosphineHCID 896902462-Thiophenemethanol, 4-(trifluoromethyl)-HCID 1177986701-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one

生成物 1

HCID 1178167481-(2,3-dimethyl-2H-indazol-5-yl)-4-{[4-(trifluoromethyl)thiophen-2-yl]methoxy}pyridin-2(1H)-one収率 13%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran
溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

To a suspension of 1-(2,3-dimethyl-2H-indazol-5-yl)-4-hydroxypyridin-2(1H)-one (70 mg), [4-(trifluoromethyl)thiophen-2-yl]methanol (50 mg) and triphenylphosphine (144 mg) in tetrahydrofuran (3 ml) was added bis(2-methoxyethyl)azodicarboxylate (129 mg) at room temperature, and the mixture was stirred at the same temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol) to give the title compound (15 mg).

後処理

  1. washwashed with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/methanol)

出典と根拠

ORDレコード
ord-0e606ed52a2a4a00b5398e7ae7c0aeb6
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09199963B2

反応ノート

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