Bromotrimethylsilane → {5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid

HRID 1960156노트

반응식

HRID 1960156 반응식
C([O:3][P:4]([C:9]1[CH:14]=[C:13]([O:15][C:16]2[N:20]([CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:19]3[CH:28]=[C:29]([Cl:44])[C:30]([C:32]4[CH:37]=[CH:36][C:35]([CH:38]5[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]5)=[CH:34][CH:33]=4)=[CH:31][C:18]=3[N:17]=2)[CH:12]=[CH:11][C:10]=1[CH3:45])(=[O:8])[O:5]CC)C.Br[Si](C)(C)C>ClCCl.C[Si](C)(C)N[Si](C)(C)C>[CH2:21]([N:20]1[C:19]2[CH:28]=[C:29]([Cl:44])[C:30]([C:32]3[CH:33]=[CH:34][C:35]([CH:38]4[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]4)=[CH:36][CH:37]=3)=[CH:31][C:18]=2[N:17]=[C:16]1[O:15][C:13]1[CH:12]=[CH:11][C:10]([CH3:45])=[C:9]([P:4](=[O:3])([OH:8])[OH:5])[CH:14]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

참가 물질

5

반응물 2

HCID 76113BromotrimethylsilaneHCID 86761794{5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid diethyl ester

생성물 1

HCID 67377630{5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 13838Hexamethyldisilazane용매

실험 절차

To a solution of {5-[1-Benzyl-6-chloro-5-(4-cyclohexyl-phenyl)-1H-benzoimidazol-2-yloxy]-2-methyl-phenyl}-phosphonic acid diethyl ester (3.2 g, 5.0 mmol) in dichloromethane (15 ml) and hexamethyldisilazane (15 ml) was added bromotrimethylsilane (7.7 ml, 50 mmol). After stirring over night at rt the volatiles were removed from the mixture on a rotary evaporator. The residue was dissolved in methanol (15 ml) and treated with sonication in a water bath. The resulting suspension was filtered to yield a white solid. This solid was dried under vacuum at 40° C. for 15 hours to yield the title compound. The filtrate was evaporated to dryness, treated with hexanes (15 ml) and subjected to sonication in a water bath. The beige solid thus obtained upon filtration was dried under vacuum at 40° C. for 15 hours to yield additional title compound in sufficient purity.

후처리

  1. customwere removed from the mixture on a rotary evaporator
  2. dissolutionThe residue was dissolved in methanol (15 ml)
  3. additiontreated with sonication in a water bath
  4. filtrationThe resulting suspension was filtered
  5. customto yield a white solid
  6. customThis solid was dried under vacuum at 40° C. for 15 hours

출처 및 근거

ORD 기록
ord-4ae210dbe6c5407791744650c325ffdd
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410284B2

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