تفاعل #43386

ord-1df2cfb453494b1a936f45aad2419613

معادلة التفاعل

CN(C)C(On1nnc2ccccc21)=[N+](C)C.F[B-](F)(F)F
TBTU
CCN(C(C)C)C(C)C
DIPEA
OCCCN1CCCCC1
(3-hydroxy-prop-1-yl)-piperidine
Cc1cc(NC(=O)C(C)(C)NC(=O)c2ccc(Cl)s2)ccc1C(=O)O
4-{2-[(5-chloro-thiophene-2-carbonyl)-amino]-2-methyl-propionylamino}-2-methyl-benzoic acid
CCN(C(C)C)C(C)C
DIPEA
Cc1cc(NC(=O)C(C)(C)NC(=O)c2ccc(Cl)s2)ccc1C(=O)N1CCCCC1CCCO
5-chloro-thiophene-2-carboxylic acid-N-{1-methyl-1-[3-methyl-4-(2-{3-hydroxy-prop-1-yl}-piperidin-1-yl-carbonyl)-phenylcarbamoyl]-ethyl}-amide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONmixed for 10 mins on a shaker
  2. 2
    workup.ADDITIONagain mixed in
  3. 3
    ترشيحAfter 16 h at ambient temperature the mixture is filtered through basic aluminium oxide
  4. 4
    غسيلwashed with DMF/methanol=9:1
  5. 5
    أخرىThen it is evaporated down i

الإجراء التجريبي

200 μl of a 0.05 molar solution of 4-{2-[(5-chloro-thiophene-2-carbonyl)-amino]-2-methyl-propionylamino}-2-methyl-benzoic acid, which additionally contains 0.05 mol/l DIPEA, in DMF are combined with 100 μl of a 0.1-molar solution of TBTU in DMF on a microtitre plate and mixed for 10 mins on a shaker. Then 200 μl of a 0,05-molar solution of (3-hydroxy-prop-1-yl)-piperidine, which additionally contains 0.05 mol/l DIPEA, are pipetted in and again mixed in by shaking. After 16 h at ambient temperature the mixture is filtered through basic aluminium oxide and washed with DMF/methanol=9:1. Then it is evaporated down i. vac.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07732466B2uspto-grants-2010_06