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Potassium Carbonate → 4-(3-(4-(2-(Benzhydrylamino)-3-chloropyridin-4-yloxy)-3-fluorophenylcarbamoyl)-5-(4-fluorophenyl)-4-oxopyridin-1(4H)-yl)methyl 1-tert-butyl piperidine-1,4-dicarboxylate

HRID 1645429
ノート
印刷プレビュー

反応式

HRID 1645429 の反応式
[CH:1]([NH:14][C:15]1[C:20]([Cl:21])=[C:19]([O:22][C:23]2[CH:28]=[CH:27][C:26]([NH:29][C:30]([C:32]3[C:37](=[O:38])[C:36]([C:39]4[CH:44]=[CH:43][C:42]([F:45])=[CH:41][CH:40]=4)=[CH:35][NH:34][CH:33]=3)=[O:31])=[CH:25][C:24]=2[F:46])[CH:18]=[CH:17][N:16]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[N:53]1([C:64]([O:66][C:67]([CH3:70])([CH3:69])[CH3:68])=[O:65])[CH2:58][CH2:57][CH:56]([C:59]([O:61][CH2:62]Cl)=[O:60])[CH2:55][CH2:54]1>CN(C=O)C.C(Cl)Cl>[N:53]1([C:64]([O:66][C:67]([CH3:70])([CH3:69])[CH3:68])=[O:65])[CH2:54][CH2:55][CH:56]([C:59]([O:61][CH2:62][N:34]2[CH:35]=[C:36]([C:39]3[CH:40]=[CH:41][C:42]([F:45])=[CH:43][CH:44]=3)[C:37](=[O:38])[C:32]([C:30](=[O:31])[NH:29][C:26]3[CH:27]=[CH:28][C:23]([O:22][C:19]4[CH:18]=[CH:17][N:16]=[C:15]([NH:14][CH:1]([C:2]5[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=5)[C:8]5[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=5)[C:20]=4[Cl:21])=[C:24]([F:46])[CH:25]=3)=[CH:33]2)=[O:60])[CH2:57][CH2:58]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 11430Potassium CarbonateHCID 101075661-Tert-butyl 4-chloromethyl piperidine-1,4-dicarboxylateHCID 66772473N-(4-(2-(Benzhydrylamino)-3-chloropyridin-4-yloxy)-3-fluorophenyl)-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamide

生成物 1

HCID 667724004-(3-(4-(2-(Benzhydrylamino)-3-chloropyridin-4-yloxy)-3-fluorophenylcarbamoyl)-5-(4-fluorophenyl)-4-oxopyridin-1(4H)-yl)methyl 1-tert-butyl piperidine-1,4-dicarboxylate
収率 87.5%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of N-(4-(2-(benzhydrylamino)-3-chloropyridin-4-yloxy)-3-fluorophenyl)-5-(4-fluorophenyl)-4-oxo-1,4-dihydropyridine-3-carboxamide (120 mg, 0.189 mmol), K2CO3 (104 mg, 0.756 mmol) and 1-tert-butyl 4-chloromethyl piperidine-1,4-dicarboxylate (157 mg, 0.567 mmol) in DMF (2 mL) was stirred at rt for 3 h. The reaction mixture was then diluted with DCM and the solid that formed was filtered off. The residue was washed with sat. aq. KH2PO4 solution. The organic layer was dried over MgSO4 and the desired product was purified by flash column chromatography (SiO2, eluting with a DCM/EtOAc gradient) to give the desired compound (145 mg) as a white solid. MS (ESI+) m/z 876 (M+H)+.

後処理

  1. customthe solid that formed
  2. filtrationwas filtered off
  3. washThe residue was washed with sat. aq. KH2PO4 solution
  4. dry with materialThe organic layer was dried over MgSO4
  5. customthe desired product was purified by flash column chromatography (SiO2
  6. washeluting with a DCM/EtOAc gradient)

出典と根拠

ORDレコード
ord-0321bf444f5f4f13bce9cabcccec7655
出典データセット
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08124768B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート