N'-(6-Chloropyridazin-3-yl)-2-(quinolin-6-yl)acetohydrazide → 6-((6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinoline

HRID 1959640

反応式

HRID 1959640 の反応式
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8][NH:9][C:10](=O)[CH2:11][C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[N:18]=[CH:17][CH:16]=[CH:15]3)=[CH:4][CH:3]=1>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:10]([CH2:11][C:12]3[CH:13]=[C:14]4[C:19](=[CH:20][CH:21]=3)[N:18]=[CH:17][CH:16]=[CH:15]4)=[N:9][N:8]=2)[N:7]=1

参加物

3

反応物 1

HCID 86652010N'-(6-Chloropyridazin-3-yl)-2-(quinolin-6-yl)acetohydrazide

生成物 1

HCID 249683676-((6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinoline収率 53%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of N′-(6-chloropyridazin-3-yl)-2-(quinolin-6-yl)acetohydrazide (8 g crude, 25.5 mmol) in 250 mL of acetic acid was heated at 50° C. for 5 h. After the reaction was complete, the solvent was evaporated and the residue was taken up in EtOAc. The formed solid (mainly dicyclohexyl urea) was filtered off and the filtrate was evaporated to afford the title compound as yellow solid (4 g, 53%). 1H-NMR (400 MHz, MeOH-d4) δ ppm 8.82 (d, 1H), 8.33 (d, 1H), 8.25 (d, 1H), 8.0 (d, 1H), 7.93 (s, 1H), 7.83 (d, 1H), 7.53 (m, 1H), 7.42 (d, 1H), 4.79 (s, 2H). LCMS (method B): [MH]+=296.0, tR=1.876 min.

後処理

  1. customthe solvent was evaporated
  2. filtrationThe formed solid (mainly dicyclohexyl urea) was filtered off
  3. customthe filtrate was evaporated

出典と根拠

ORDレコード
ord-b06e3b1f10274c0b91fd3d1cbf2e6347
出典データセット
uspto-grants-2013_04
特許番号
US08410264B2

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