Diisopropylethylamine → 2-(4-fluorophenyl)-N-[5-(2-furyl)-1,3,4-oxadiazol-2-yl]-4-quinolinecarboxamide

HRID 1259850

反応式

HRID 1259850 の反応式
[NH2:1][C:2]1[O:3][C:4]([C:7]2[O:8][CH:9]=[CH:10][CH:11]=2)=[N:5][N:6]=1.C1C=NC2N(O)N=NC=2C=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)C(C)C)(C)C.[F:55][C:56]1[CH:61]=[CH:60][C:59]([C:62]2[CH:71]=[C:70]([C:72](O)=[O:73])[C:69]3[C:64](=[CH:65][CH:66]=[CH:67][CH:68]=3)[N:63]=2)=[CH:58][CH:57]=1>O.CN(C=O)C>[F:55][C:56]1[CH:57]=[CH:58][C:59]([C:62]2[CH:71]=[C:70]([C:72]([NH:1][C:2]3[O:3][C:4]([C:7]4[O:8][CH:9]=[CH:10][CH:11]=4)=[N:5][N:6]=3)=[O:73])[C:69]3[C:64](=[CH:65][CH:66]=[CH:67][CH:68]=3)[N:63]=2)=[CH:60][CH:61]=1

参加物

8

反応物 5

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 2021855-(Furan-2-yl)-1,3,4-oxadiazol-2-amineHCID 7231632-(4-Fluorophenyl)quinoline-4-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

生成物 1

HCID 672041572-(4-fluorophenyl)-N-[5-(2-furyl)-1,3,4-oxadiazol-2-yl]-4-quinolinecarboxamide収率 60%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

Commercially available 2-amino-5-(2-furyl)-1,3,4-oxadiazole (57 mg, 0.38 mmol), HOAt (51 mg, 0.37 mmol), HATU (143 mg, 0.38 mmol), and N,N-diisopropylethylamine (87 μL, 0.50 mmol) were added to a DMF (2 mL) solution of commercially available 2-(4-fluorophenyl)-4-quinolinecarboxylic acid (67 mg, 0.25 mmol), and the mixture was stirred at room temperature for 3 days. To the reaction solution, water was added, and the deposited solid was collected by filtration, and washed with water and then with methanol and methylene chloride in this order. The obtained solid was dried to obtain the title compound (61 mg, 0.15 mmol).

後処理

  1. filtrationthe deposited solid was collected by filtration
  2. washwashed with water
  3. customThe obtained solid was dried

出典と根拠

ORDレコード
ord-4fb70990186948669737a7c83bc94597
出典データセット
uspto-grants-2013_06
特許番号
US08466290B2

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