Ammonium Chloride → HCID 178506150、化合物

HRID 419701ノート

反応式

HRID 419701 の反応式
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

参加物

4

反応物 2

HCID 25517Ammonium Chloride3 回HCID 57751897Tert-butyl 4-((2-oxo-2-(3-(trifluoromethyl)phenyl)ethyl)carbamoyl)piperidine-1-carboxylate3 回

生成物 1

HCID 178506150HCID 178506150、化合物収率 189.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-0043f39608c9427698889da3928f7c27
出典データセット
uspto-grants-2012_01
特許番号
US08093383B2

反応ノート

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