Ammonium Chloride → HCID 178506150, 화합물

HRID 419701노트

반응식

HRID 419701 반응식
O=[C:2]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=1)[CH2:3][NH:4][C:5]([CH:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)=O.[NH4+:30].[Cl-]>C(O)C>[F:27][C:26]([F:29])([F:28])[C:22]1[CH:21]=[C:20]([C:2]2[N:30]=[C:5]([CH:7]3[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]3)[NH:4][CH:3]=2)[CH:25]=[CH:24][CH:23]=1

참가 물질

4

반응물 2

HCID 25517Ammonium Chloride3회HCID 57751897Tert-butyl 4-((2-oxo-2-(3-(trifluoromethyl)phenyl)ethyl)carbamoyl)piperidine-1-carboxylate3회

생성물 1

HCID 178506150HCID 178506150, 화합물수율 189.1%

시약·촉매·용매 1

HCID 702Ethanol용매3회

실험 절차

Microwave heat a mixture of tert-butyl 4-(2-oxo-2-(3-(trifluoromethyl)phenyl)-ethylcarbamoyl)piperidine-1-carboxylate (2.5 g, 6.09 mmol) and NH4Cl (1.68 g, 31.4 mmol) in ethanol (20 mL) at 300 W, 120° C., and 200 PSI for 16 h in a CEM Discover microwave apparatus. Cool the mixture to room temperature. Repeat the procedure with a second portion of tert-butyl 4-(2-oxo-2-(3-(trifluoromethyl)phenyl)ethylcarbamoyl)-piperidine-1-carboxylate (2.35 g, 5.67 mmol) and NH4Cl (1.8 g, 33.6 mmol) in ethanol (20 mL) utilizing the same microwave and heating program. Cool the mixture to room temperature. Repeat the above procedure with a third portion of tert-butyl 4-(2-oxo-2-(3-(trifluoromethyl)phenyl)ethylcarbamoyl)piperidine-1-carboxylate (2.0 g, 4.82 mmol) and NH4Cl (1.34 mg, 25.0 mmol) in ethanol (15 mL) at 300 W, 160° C., and 200 PSI for 12 h in a microwave apparatus. Cool the mixture to room temperature. Combine the batches, adsorb onto silica gel, and concentrate in vacuo. Purify the residue by silica gel chromatography (120 g RediSep column, eluting with a gradient of 0% through 100% CMA:methylene chloride, 3 L) to provide 4-(4-(3-(trifluoromethyl)phenyl)-1H-imidazol-2-yl)piperidine (3.40 g, 75%).

후처리

  1. temperatureMicrowave heat
  2. temperatureheating program
  3. temperatureCool the mixture to room temperature
  4. temperatureCool the mixture to room temperature
  5. concentrationconcentrate in vacuo
  6. customPurify the residue by silica gel chromatography (120 g RediSep column
  7. washeluting with a gradient of 0% through 100% CMA

출처 및 근거

ORD 기록
ord-0043f39608c9427698889da3928f7c27
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093383B2

반응 노트

불러오는 중…