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

HRID 2200132ノート

反応式

HRID 2200132 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-08d24c29d9f44855863413fb253cc561
出典データセット
uspto-grants-2016_06
特許番号
US09359338B2

反応ノート

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