4-Amino-3-methylbenzonitrile → 2-Bromo-5-[(4-chloro-phenyl)-(4-cyano-2-methyl-phenylamino)-methyl]-1-isopropyl-1H-imidazole-4-carboxylic acid

HRID 2410121노트

반응식

HRID 2410121 반응식
C([O:3][C:4]([C:6]1[N:7]=[C:8]([Br:23])[N:9]([CH:20]([CH3:22])[CH3:21])[C:10]=1[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)O)=[O:5])C.[NH2:24][C:25]1[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[CH:27][C:26]=1[CH3:33]>>[Br:23][C:8]1[N:9]([CH:20]([CH3:21])[CH3:22])[C:10]([CH:11]([C:13]2[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=2)[NH:24][C:25]2[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[CH:27][C:26]=2[CH3:33])=[C:6]([C:4]([OH:3])=[O:5])[N:7]=1

참가 물질

3

반응물 2

HCID 70103164-Amino-3-methylbenzonitrileHCID 86707749ethyl 2-bromo-5-((4-chlorophenyl)(hydroxy)methyl)-1-isopropyl-1H-imidazole-4-carboxylate

생성물 1

HCID 867077742-Bromo-5-[(4-chloro-phenyl)-(4-cyano-2-methyl-phenylamino)-methyl]-1-isopropyl-1H-imidazole-4-carboxylic acid

실험 절차

The title compound was prepared in analogy to the procedure described for step E2 but using intermediate B and 4-amino-3-methylbenzonitrile. The reaction mixture was stirred at rt for 20 h. The mixture was extracted with HCl 1M and with a saturated aqueous NaHCO3 solution. The organic layers were dried (Na2SO4), filtered and concentrated. The product was triturated in Et2O, the suspension was filtered and the solid was dried in HV. tR: 1.30 min (LC-MS 2); ESI-MS: 515.2/517.1 [M+H]+ (LC-MS 2).

후처리

  1. extractionThe mixture was extracted with HCl 1M and with a saturated aqueous NaHCO3 solution
  2. dry with materialThe organic layers were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe product was triturated in Et2O
  6. filtrationthe suspension was filtered
  7. customthe solid was dried in HV

출처 및 근거

ORD 기록
ord-b05e6679e7774be8a4a529bd69d3fd06
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08815926B2

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