1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 86685303、化合物

HRID 1852969

反応式

HRID 1852969 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[N:10][NH:11][CH:12]=2)[N:5]2[CH:13]=[CH:14][N:15]=[C:4]2[CH:3]=1.[CH:16]1([CH:19]=[CH:20][C:21]#[N:22])[CH2:18][CH2:17]1.C1CCN2C(=NCCC2)CC1>C(#N)C>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:12]=[N:11][N:10]([CH:19]([CH:16]3[CH2:18][CH2:17]3)[CH2:20][C:21]#[N:22])[CH:9]=2)[N:5]2[CH:13]=[CH:14][N:15]=[C:4]2[CH:3]=1

参加物

5

反応物 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene2 回HCID 670567823-Cyclopropylacrylonitrile2 回HCID 866853027-chloro-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine

生成物 1

HCID 86685303HCID 86685303、化合物収率 76.54%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
50 °C

実験手順

To a solution of 7-chloro-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine (0.107 g, 0.4872 mmol) and 3-cyclopropylacrylonitrile (Preparation B; 0.3403 g, 3.654 mmol) in 2 mL of acetonitrile was added DBU (0.1457 mL, 0.9744 mmol). The reaction mixture was sealed and heated to 50° C. and stirred overnight. To the reaction mixture was added more 3-cyclopropylacrylonitrile (0.100 g, 0.107 mmol) and DBU (0.072 mL, 0.448 mmol) and the reaction mixture was sealed and heated to 60° C. for 4 hours. The reaction mixture was loaded onto directly onto a column of silica gel and eluted with a gradient of 50-75% ethyl acetate in hexanes with 0.5% ammonium hydroxide to afford the title compound (0.119 g, 0.3729 mmol, 76.54% yield). MS (apci) m/z=313.1 (M+H).

後処理

  1. customThe reaction mixture was sealed
  2. customthe reaction mixture was sealed
  3. temperatureheated to 60° C. for 4 hours
  4. washeluted with a gradient of 50-75% ethyl acetate in hexanes with 0.5% ammonium hydroxide

出典と根拠

ORDレコード
ord-a6d10353a66b43b681240b9d0022b434
出典データセット
uspto-grants-2015_02
特許番号
US08962596B2

関連ノート

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