Hydrochloric Acid → (R)-4-[(1-Methyl-2,2,2-trifluoro-ethylcarbamoyl)-methyl]-benzylamine

HRID 1191046ノート

反応式

HRID 1191046 の反応式
C(OC([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][C:17](=[O:25])[NH:18][C@H:19]([CH3:24])[C:20]([F:23])([F:22])[F:21])=[CH:12][CH:11]=1)=O)(C)(C)C.Cl>C(Cl)Cl.O1CCOCC1>[CH3:24][C@@H:19]([NH:18][C:17]([CH2:16][C:13]1[CH:12]=[CH:11][C:10]([CH2:9][NH2:8])=[CH:15][CH:14]=1)=[O:25])[C:20]([F:23])([F:21])[F:22]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 58495584(R)-N-(tert-Butoxycarbonyl)-4-[(1-methyl-2,2,2-trifluoro-ethylcarbamoyl)-methyl]-benzylamine

生成物 1

HCID 58495445(R)-4-[(1-Methyl-2,2,2-trifluoro-ethylcarbamoyl)-methyl]-benzylamine収率 93.8%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

実験手順

Dissolve (R)—N-(tert-butoxycarbonyl)-4-[(1-methyl-2,2,2-trifluoro-ethylcarbamoyl)-methyl]-benzylamine (155 mg, 0.43 mmol) in DCM (8 mL). Add 4M hydrogen chloride in dioxane (0.85 mL) and stir at room temperature overnight. Concentrate in vacuo and partition the hydrochloride salt between saturated aqueous NaHCO3 and EtOAc. Extract the aqueous phase twice with EtOAc. Dry the combined organic extracts over Na2SO4, filter and concentrate in vacuo to obtain the title compound (105 mg, 91%). MS (ES+) m/z: 261 (M+H)+.

後処理

  1. concentrationConcentrate in vacuo
  2. custompartition the hydrochloride salt between saturated aqueous NaHCO3 and EtOAc
  3. extractionExtract the aqueous phase twice with EtOAc
  4. dry with materialDry the combined organic extracts over Na2SO4
  5. filtrationfilter
  6. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-ea4fa424844044a48e52b1f8e96be3d3
出典データセット
uspto-grants-2014_03
特許番号
US08680091B2

反応ノート

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