Imidazole → HCID 178455042、化合物

HRID 632913ノート

反応式

HRID 632913 の反応式
[NH2:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[C:10]([C:11]3[CH:12]=[C:13]([OH:17])[CH:14]=[CH:15][CH:16]=3)[C:3]=12.N1C=CN=C1.[CH3:23][C:24]([Si:27](Cl)([CH3:29])[CH3:28])([CH3:26])[CH3:25]>CN(C=O)C.O>[Si:27]([O:17][C:13]1[CH:12]=[C:11]([C:10]2[C:3]3[C:4](=[N:5][CH:6]=[N:7][C:2]=3[NH2:1])[NH:8][N:9]=2)[CH:16]=[CH:15][CH:14]=1)([C:24]([CH3:26])([CH3:25])[CH3:23])([CH3:29])[CH3:28]

参加物

6

反応物 3

HCID 795Imidazole2 回HCID 28928tert-Butyldimethylsilyl chloride2 回HCID 178508710HCID 178508710、化合物

生成物 1

HCID 178455042HCID 178455042、化合物収率 85.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of compound (2) (4.69 g, 20.66 mmol) and imidazole (2.10 g, 30.99 mmol) in dry DMF (100 mL) was added TBDMSCl (4.70 g, 30.99 mmol). After 16 hr, further aliquots of imidazole (2.10 g, 30.99 mmol) and TBDMSCl (4.70 g, 30.99 mmol) were added and the mixture was stirred for 48 hr. The reaction mixture was diluted with water (120 mL) and extracted with DCM (2×200 mL). The combined organic extracts were washed with water (2×200 mL), dried, filtered and the volume reduced to approximately 100 mL by evaporation in vacuo. The resulting slurry was filtered and the solid washed with heptane (50 mL) to afford the title compound (3) (6.05 g, 85%) as an off-white solid: m/z 343 (M+H)+ (ES+).

後処理

  1. extractionextracted with DCM (2×200 mL)
  2. washThe combined organic extracts were washed with water (2×200 mL)
  3. customdried
  4. filtrationfiltered
  5. customthe volume reduced to approximately 100 mL by evaporation in vacuo
  6. filtrationThe resulting slurry was filtered
  7. washthe solid washed with heptane (50 mL)

出典と根拠

ORDレコード
ord-c499c8eff98940e8af5955dfc7b5e1eb
出典データセット
uspto-grants-2016_04
特許番号
US09321773B2

反応ノート

読み込み中…