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1,2-Dichloroethane → N-{3,4-Dioxo-1-phenyl-4-[(2-phenylethyl)amino]butan-2-yl}-2-[3-(4-fluorophenyl)-1H-pyrazol-1-yl]pyridine-3-carboxamide

HRID 1908262
ノート
印刷プレビュー

反応式

HRID 1908262 の反応式
C(Cl)CCl.ClC(Cl)C(O)=O.[F:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:22]=[CH:21][N:20]([C:23]3[N:52]=[CH:51][CH:50]=[CH:49][C:24]=3[C:25]([NH:27][CH:28]([CH:36]([OH:48])[C:37](=[O:47])[NH:38][CH2:39][CH2:40][C:41]3[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=3)[CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[O:26])[N:19]=2)=[CH:14][CH:13]=1.C([O-])(O)=O.[Na+]>CS(C)=O.[Cl-].[Na+].O>[O:48]=[C:36]([C:37](=[O:47])[NH:38][CH2:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)[CH:28]([NH:27][C:25]([C:24]1[C:23]([N:20]2[CH:21]=[CH:22][C:18]([C:15]3[CH:14]=[CH:13][C:12]([F:11])=[CH:17][CH:16]=3)=[N:19]2)=[N:52][CH:51]=[CH:50][CH:49]=1)=[O:26])[CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 6597Dichloroacetic AcidHCID 516892Sodium BicarbonateHCID 672384272-(3-(4-Fluorophenyl)-1H-pyrazol-1-yl)-N-(3-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)nicotinamide

生成物 1

HCID 67238275N-{3,4-Dioxo-1-phenyl-4-[(2-phenylethyl)amino]butan-2-yl}-2-[3-(4-fluorophenyl)-1H-pyrazol-1-yl]pyridine-3-carboxamide収率 48.3%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

EDC (520 mg, 2.71 mmol) and 2,2-dichloroacetic acid (0.14 ml, 1.69 mmol) were added to a solution of 2-(3-(4-fluorophenyl)-1H-pyrazol-1-yl)-N-(3-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)nicotinamide (191 mg, 0.339 mmol) in dimethyl sulfoxide (DMSO) (9 ml), and the reaction mixture was stirred for 45 minutes at room temperature. For work up the reaction mixture was mixed with 100 ml of brine and sat. solution of NaHCO3 (1:1(v/v)) for 10 minutes. The resulting solid was filtered off with suction, washed with water and dried to give 161 mg of the crude product, which was re-crystallized from ethyl acetate to give 92 mg of a white amorphous solid; ESI-MS [M+H]+: 562.3.

後処理

  1. filtrationThe resulting solid was filtered off with suction
  2. washwashed with water
  3. customdried
  4. customto give 161 mg of the crude product, which
  5. customwas re-crystallized from ethyl acetate

出典と根拠

ORDレコード
ord-e6c8683922ab4d65906b8bb9e40a132f
出典データセット
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08598211B2

反応ノート

読み込み中…

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