Imidazole → HCID 178455042, 화합물

HRID 632913노트

반응식

HRID 632913 반응식
[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]

참가 물질

6

반응물 3

HCID 795Imidazole2회HCID 28928tert-Butyldimethylsilyl chloride2회HCID 178508710HCID 178508710, 화합물

생성물 1

HCID 178455042HCID 178455042, 화합물수율 85.8%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

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+).

후처리

  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)

출처 및 근거

ORD 기록
ord-c499c8eff98940e8af5955dfc7b5e1eb
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321773B2

반응 노트

불러오는 중…