Hydrochloric Acid → (3-Amino-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanone

HRID 2200132노트

반응식

HRID 2200132 반응식
C1(C(=[N:14][C:15]2[CH:16]=[C:17]([C:25]([CH:27]3[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]3)=[O:26])[CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=2)C2C=CC=CC=2)C=CC=CC=1.Cl.CCOC(C)=O>C1COCC1>[NH2:14][C:15]1[CH:16]=[C:17]([C:25]([CH:27]2[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]2)=[O:26])[CH:18]=[C:19]([C:21]([F:22])([F:23])[F:24])[CH:20]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 118223414(3-(Diphenylmethyleneamino)-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanone

생성물 1

HCID 118223409(3-Amino-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanone수율 59%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Dissolve (3-(diphenylmethyleneamino)-5-(trifluoromethyl)phenyl)(1-methylpiperidin-4-yl)methanone (210 mg, 0.47 mmol) in THF (2 mL) in an ice-bath, add hydrochloric acid (4N, 0.5 mL), then stir it at room temperature for one hour. TLC (PE:EtOAc=1:1) shows the reaction is complete. Partition the mixture between EtOAc and water. Collect the aqueous layer, adjust pH=9 with sodium hydroxide solution, extract with ethyl acetate three times, combine the organic layers, dry over anhydrous sodium sulfate, concentrate to yield the crude product (78 mg, 59%). MS: (M+1): 287.1.

후처리

  1. customPartition the mixture between EtOAc and water
  2. customCollect the aqueous layer
  3. extractionextract with ethyl acetate three times
  4. dry with materialdry over anhydrous sodium sulfate
  5. concentrationconcentrate

출처 및 근거

ORD 기록
ord-08d24c29d9f44855863413fb253cc561
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359338B2

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