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Water → N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide

HRID 2383445
ノート
印刷プレビュー

反応式

HRID 2383445 の反応式
[CH3:1][O:2][C:3]1[CH:34]=[CH:33][C:6]([CH2:7][N:8]2[C:12]3[N:13]=[CH:14][C:15]4[CH2:16][N:17]([C:21]([NH:23][C:24]5[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=5)[C:27]([OH:29])=O)=[O:22])[CH2:18][CH2:19][C:20]=4[C:11]=3[CH:10]=[N:9]2)=[CH:5][CH:4]=1.CCN(C(C)C)C(C)C.[Cl-].Cl[CH:46]1[N:50](C)CC[NH+:47]1C.O.[CH3:54][C:55](N(C)C)=[O:56]>ClCCl>[O:56]1[CH:55]=[CH:54][C:46]([NH:50][C:27]([C:26]2[CH:25]=[C:24]([NH:23][C:21]([N:17]3[CH2:16][C:15]4[CH:14]=[N:13][C:12]5[NH:8][N:9]=[CH:10][C:11]=5[C:20]=4[CH2:19][CH2:18]3)=[O:22])[CH:32]=[CH:31][CH:30]=2)=[O:29])=[N:47]1.[O:56]1[CH:55]=[CH:54][C:46]([NH:50][C:27]([C:26]2[CH:25]=[C:24]([NH:23][C:21]([N:17]3[CH2:16][C:15]4[CH:14]=[N:13][C:12]5[N:8]([CH2:7][C:6]6[CH:33]=[CH:34][C:3]([O:2][CH3:1])=[CH:4][CH:5]=6)[N:9]=[CH:10][C:11]=5[C:20]=4[CH2:19][CH2:18]3)=[O:22])[CH:32]=[CH:31][CH:30]=2)=[O:29])=[N:47]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 962WaterHCID 31374DimethylacetamideHCID 81531DiisopropylethylamineHCID 109867151H-Imidazolium, 2-chloro-4,5-dihydro-1,3-dimethyl-, chlorideHCID 594904523-(3-(4-methoxybenzyl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7-carboxamido)benzoic acid

生成物 2

HCID 59490647
N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide
HCID 67426873N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of 3-(3-(4-methoxybenzyl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7-carboxamido)benzoic acid (0.037 g, 80 μmol), isoxa-3-ylamine (8.8 μL, 120 μmol) and Hunig's Base (71 μL, 400 μmol) in dimethylacetamide (1 mL) and dichloromethane (1 mL) was added 2-chloro-1,3-dimethylimidazolinium chloride (DMC, 0.041 g, 240 μmol). The reaction mixture was shaken at room temperature for 16 hours followed by addition of water (2 mL) and dichloromethane (4 mL) were added. The organic layer was separated and the solvent removed under reduced pressure to give the desired product, N-(3-(isoxazol-3-ylcarbamoyl)phenyl)-3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridine-7(6H)-carboxamide. LCMS [M+H]: 524. The crude product was used in the next step without any further purification.

後処理

  1. additionwere added
  2. customThe organic layer was separated
  3. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-7772c0e498844e1da2c3a167e379eed7
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08263610B2

反応ノート

読み込み中…

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