Hydrazine hydrate (1:1) → 5-[(3,5-difluorophenyl)methyl]-1H-indazol-3-amine

HRID 1186580ノート

反応式

HRID 1186580 の反応式
[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([F:18])[CH:17]=1)[CH2:5][C:6]1[CH:7]=[CH:8][C:9](F)=[C:10]([CH:13]=1)[C:11]#[N:12].O.[NH2:20][NH2:21]>C(O)CCC.O.C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:15]=[C:16]([F:18])[CH:17]=1)[CH2:5][C:6]1[CH:13]=[C:10]2[C:9](=[CH:8][CH:7]=1)[NH:21][N:20]=[C:11]2[NH2:12]

参加物

5

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 441342595-(3,5-Difluorobenzyl)-2-fluorobenzonitrile

生成物 1

HCID 441342655-[(3,5-difluorophenyl)methyl]-1H-indazol-3-amine収率 62%

試薬・触媒・溶媒 2

HCID 2631-Butanol溶媒HCID 22728543Water ethylacetate溶媒

反応条件

温度
120 °C

実験手順

A mixture of 5-(3,5-difluoro-benzyl)-2-fluoro-benzonitrile (20 g, 80.9 mmol) and hydrazine hydrate (19.6 mL, 404 mmol) in n-butanol (200 mL) was heated at 120° C. overnight. The reaction mixture was diluted with water/ethyl acetate and the organic phase washed twice with brine, dried and evaporated. Crude was triturated with diethyl ether and filtered to afford 13 gr of final product. Purification of the resulting organic phase by chromatography over silica gel (DCM/EtOH 95:5) afforded further 6.3 g of the title compound (total amount 19.2 g, 92% yield).

後処理

  1. washthe organic phase washed twice with brine
  2. customdried
  3. customevaporated
  4. customCrude was triturated with diethyl ether
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-6cd50ecd44f4466fa476e01e145ce5ee
出典データセット
uspto-grants-2014_03
特許番号
US08673893B2

反応ノート

読み込み中…