Hydrazine hydrate (1:1) → 6-cyclopropyl-N-(6-(hydrazinecarbonyl)pyridin-2-yl)-3,4'-bipyridine-2'-carboxamide

HRID 1909469

反応式

HRID 1909469 の反応式
[CH:1]1([C:4]2[N:9]=[CH:8][C:7]([C:10]3[CH:15]=[CH:14][N:13]=[C:12]([C:16]([NH:18][C:19]4[N:24]=[C:23]([C:25]([O:27]C)=O)[CH:22]=[CH:21][CH:20]=4)=[O:17])[CH:11]=3)=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.O.[NH2:30][NH2:31]>C(O)C>[CH:1]1([C:4]2[N:9]=[CH:8][C:7]([C:10]3[CH:15]=[CH:14][N:13]=[C:12]([C:16]([NH:18][C:19]4[CH:20]=[CH:21][CH:22]=[C:23]([C:25]([NH:30][NH2:31])=[O:27])[N:24]=4)=[O:17])[CH:11]=3)=[CH:6][CH:5]=2)[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 66848750HCID 66848750、化合物

生成物 1

HCID 581030166-cyclopropyl-N-(6-(hydrazinecarbonyl)pyridin-2-yl)-3,4'-bipyridine-2'-carboxamide収率 47%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The methyl 6-(6-cyclopropyl-3,4′-bipyridine-2′-carboxamido)picolinate from the previous step were suspended in ethanol (20 mL), hydrazine hydrate (700 μL, 14.4 mmol) was added, and the reaction was heated to reflux for 4 hours. The reaction mixture was concentrated and the resultant solids were suspended in acetronitrile and collected by filtration. The solids were washed with acetonitrile (2×100 mL) and diethyl ether (2×100 mL), and dried under reduced pressure to afford 1.21 g (47% yield) of 6-cyclopropyl-N-(6-(hydrazinecarbonyl)pyridin-2-yl)-3,4′-bipyridine-2′-carboxamide as a white solid.

後処理

  1. temperaturethe reaction was heated
  2. temperatureto reflux for 4 hours
  3. concentrationThe reaction mixture was concentrated
  4. filtrationcollected by filtration
  5. washThe solids were washed with acetonitrile (2×100 mL) and diethyl ether (2×100 mL)
  6. customdried under reduced pressure

出典と根拠

ORDレコード
ord-a3dd9275771a40dab782e3d9303c0021
出典データセット
uspto-grants-2013_12
特許番号
US08598360B2

関連ノート

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