تفاعل #2286359

ord-3ae44a1cde364a1eae928f090857ef4c

معادلة التفاعل

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

ظروف التفاعل

درجة الحرارة
50°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe aqueous phase was separated off
  2. 2
    استخلاصextracted with ethyl acetate
  3. 3
    تجفيفThe combined organic phases were dried over sodium sulphate
  4. 4
    تركيزconcentrated under reduced pressure
  5. 5
    أخرىThe residue was purified chromatographically

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09357779B2uspto-grants-2016_06