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Diisopropylethylamine → 2,5-dichloro-6-(5-cyclopropyl-1H-pyrazol-3-ylamino)nicotinonitrile

HRID 2189902
ノート
印刷プレビュー

反応式

HRID 2189902 の反応式
[Cl:1][C:2]1[N:9]=[C:8](Cl)[C:7]([Cl:11])=[CH:6][C:3]=1[C:4]#[N:5].CCN(C(C)C)C(C)C.[CH:21]1([C:24]2[NH:28][N:27]=[C:26]([NH2:29])[CH:25]=2)[CH2:23][CH2:22]1>CCCCO>[Cl:1][C:2]1[N:9]=[C:8]([NH:29][C:26]2[CH:25]=[C:24]([CH:21]3[CH2:23][CH2:22]3)[NH:28][N:27]=2)[C:7]([Cl:11])=[CH:6][C:3]=1[C:4]#[N:5]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 27580143-cyclopropyl-1H-pyrazol-5-amineHCID 229063392,5,6-Trichloronicotinonitrile

生成物 1

HCID 866206072,5-dichloro-6-(5-cyclopropyl-1H-pyrazol-3-ylamino)nicotinonitrile収率 43.9%

試薬・触媒・溶媒 1

HCID 2631-Butanol溶媒

反応条件

温度
60 °C

実験手順

To a solution of 2,5,6-trichloronicotinonitrile (Method 44, 1.0 g, 4.8 mmol) and DIEA (0.81 g, 6.2 mmol) in n-BuOH (5 ml) was added 5-cyclopropyl-1H-pyrazol-3-amine (2.3 g, 19.3 mmol). The reaction was heated to 60° C. for 2 hours, at which point the reaction was cooled to room temperature and concentrated. The resulting residue was diluted with 10 ml ACN, and stored at 0° C. for 1 hour. The solids that formed were then filtered, washed with cold ACN, dried and collected to give the title compound (0.62 g, 43%). MS: Calcd.: 294. Found: [M+H]+ 295.

後処理

  1. temperaturewas cooled to room temperature
  2. concentrationconcentrated
  3. additionThe resulting residue was diluted with 10 ml ACN
  4. customThe solids that formed
  5. filtrationwere then filtered
  6. washwashed with cold ACN
  7. customdried
  8. customcollected

出典と根拠

ORDレコード
ord-9761b9bf6bed4c98a4885ee67e301ab4
出典データセット
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08324252B2

反応ノート

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