4,5-Diphenyl-1-tritylimidazole → HCID 68815696, 화합물

HRID 2104960노트

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HRID 2104960 반응식
[C:1]1([C:7]2[N:8]=[CH:9][N:10]([C:18]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li]CCCC.[CH2:42]([O:44][C:45]1[CH:46]=[C:47]([O:62][CH:63]([CH3:65])[CH3:64])[C:48]([F:61])=[C:49]([CH:60]=1)/[CH:50]=[N:51]/[C:52]1[CH:59]=[CH:58][C:55]([C:56]#[N:57])=[CH:54][CH:53]=1)[CH3:43]>C1COCC1>[C:1]1([C:7]2[N:8]=[C:9]([N:51]([CH2:50][C:49]3[CH:60]=[C:45]([O:44][CH2:42][CH3:43])[CH:46]=[C:47]([O:62][CH:63]([CH3:65])[CH3:64])[C:48]=3[F:61])[C:52]3[CH:59]=[CH:58][C:55]([C:56]#[N:57])=[CH:54][CH:53]=3)[N:10]([C:18]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 41804394,5-Diphenyl-1-tritylimidazoleHCID 178418339ButyllithiumHCID 178466720HCID 178466720, 화합물

생성물 1

HCID 68815696HCID 68815696, 화합물수율 56.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

To a solution of Intermediate 19.1 (100 mg, 0.216 mmol) in 3 mL THF at 0° C., was added BuLi (1.4 M in THF, 170 μL, 0.238 mmol). The mixture was stirred at 0° C. for 20 min, then a solution of Intermediate 7.3 (70.5 mg, 0.216 mmol) in 0.5 mL THF was added dropwise. The mixture was stirred at rt for 30 min, then was quenched with sat. NH4Cl. The mixture was diluted with EtOAc, washed with H2O and brine, dried (Na2SO4) and concentrated. The crude product was purified by flash chromatography (0 to 30% EtOAc/hexanes gradient) to afford 96 mg of Intermediate 19.2 as a white solid.

후처리

  1. stirringThe mixture was stirred at rt for 30 min
  2. customwas quenched with sat. NH4Cl
  3. additionThe mixture was diluted with EtOAc
  4. washwashed with H2O and brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customThe crude product was purified by flash chromatography (0 to 30% EtOAc/hexanes gradient)

출처 및 근거

ORD 기록
ord-55cf5ad1fde8488695dab65471f7ce26
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576098B2

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