Water → HCID 22285585, 화합물

HRID 1062443노트

반응식

HRID 1062443 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl.[CH3:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)=[CH:11][CH:10]=1.[Cl:21][C:22]1[CH:27]=[C:26]([Cl:28])[CH:25]=[CH:24][C:23]=1[C:29]1[N:30]([C:39]2[CH:44]=[CH:43][C:42]([Cl:45])=[CH:41][CH:40]=2)[CH:31]=[C:32]([C:34](OCC)=O)[N:33]=1.O>C1COCC1>[Cl:45][C:42]1[CH:41]=[CH:40][C:39]([N:30]2[CH:31]=[C:32]([CH2:34][N:18]3[CH2:19][CH2:20][N:15]([C:12]4[CH:11]=[CH:10][C:9]([CH3:8])=[CH:14][CH:13]=4)[CH2:16][CH2:17]3)[N:33]=[C:29]2[C:23]2[CH:24]=[CH:25][C:26]([Cl:28])=[CH:27][C:22]=2[Cl:21])=[CH:44][CH:43]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11463589ethyl 1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-1H-imidazole-4-carboxylateHCID 21226445Aluminium lithium hydrideHCID 222855141-(4-Methylphenyl)piperazine monohydrochloride

생성물 1

HCID 22285585HCID 22285585, 화합물수율 2.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of lithium aluminum hydride (21 mg, 0.54 mmol) in THF (2 mL), 1-(4-methylphenyl)piperazine hydrochloride (32 mg, 0.13 mmol) was added. After 10 minutes, a solution of ethyl 2-(2,4-dichlorophenyl)-1-(4-chlorophenyl)-1H-imidazole-4-carboxylate (39 mg, 0.1 mmol) in THF (2 mL) was added dropwise. The reaction mixture was stirred for 10 minutes, and diluted by water. The organic layer was dried over MgSO4, filtered, and concentrated. The residue was purified by HPLC (YMC-packed Pro C18 20×150 mm column, 10-90% CH3CN in H2O/TFA, 25 mL/min) to give the product 1-{[1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-1H-imidazol-4-yl]methyl}-4-(4-methylphenyl)-piperazine (1.4 mg, 2% yield): LC-MS m/z 511.1 (MH+), retention time 2.94 min (method 1). 1H NMR (300 MHz, CDCl3) δ: 2.29 (3H, s), 3.42-3.49 (8H, br), 4.39 (2H, s), 6.85-7.41 (11H, m), 7.54 (1H, s).

후처리

  1. additionwas added
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by HPLC (YMC-packed Pro C18 20×150 mm column, 10-90% CH3CN in H2O/TFA, 25 mL/min)

출처 및 근거

ORD 기록
ord-8e0e02a126db44309d732372b093505c
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06960601B2

반응 노트

불러오는 중…