反応 #2286359

ord-3ae44a1cde364a1eae928f090857ef4c

反応方程式

CO[NH3+].[Cl-]
methoxyammonium chloride
CON(C)C(=O)c1csc(C2CCN(C(=O)OC(C)(C)C)CC2)n1
tert-butyl 4-{4-[methoxy(methyl)carbamoyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate
CCO
ethanol
O
water
CON=C(CC1CCCCC1)c1csc(C2CCN(C(=O)OC(C)(C)C)CC2)n1
tert-Butyl 4-[4-(2-cyclohexyl-N-methoxyethanimidoyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

反応条件

温度
50°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The aqueous phase was separated off
  2. 2
    抽出extracted with ethyl acetate
  3. 3
    乾燥The combined organic phases were dried over sodium sulphate
  4. 4
    濃縮concentrated under reduced pressure
  5. 5
    その他The residue was purified chromatographically

実験手順

At room temperature, methoxyammonium chloride (171 mg) was added to a solution of tert-butyl 4-{4-[methoxy(methyl)carbamoyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (403 mg) in ethanol (2 ml). The reaction mixture was stirred at 50° C. for 24 hours, and water was then added. The aqueous phase was separated off and extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate and concentrated under reduced pressure. The residue was purified chromatographically. This gave tert-butyl 4-[4-(2-cyclohexyl-N-methoxyethanimidoyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate (361 mg).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09357779B2uspto-grants-2016_06