تفاعل #1833291

ord-76dddeb729d34832b46852e3979c5f37

معادلة التفاعل

CCN(C(C)C)C(C)C
DIPEA
Nc1cnn(Cc2ccc(Cl)cc2Cl)c1
1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-4-amine
CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F
HATU
O=C(O)c1c(Cl)cccc1Cl
2,6-dichlorobenzoic acid
O=C(Nc1cnn(Cc2ccc(Cl)cc2Cl)c1)c1c(Cl)cccc1Cl
title compound
المردود 76.7%
O=C(Nc1cnn(Cc2ccc(Cl)cc2Cl)c1)c1c(Cl)cccc1Cl
2,6-Dichloro-N-{1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-4-yl}benzamide
المردود 76.7%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.WAITleft
  2. 2
    workup.WAITthe solution left
  3. 3
    workup.WAITto stand for 16 h at ambient temperature
  4. 4
    أخرىThe solvent was removed
  5. 5
    workup.DISSOLUTIONThe sample was dissolved in 1:1 MeOH
  6. 6
    أخرىDMSO (0.6 ml) and purified by MDAP on a standard C18 column (method D)
  7. 7
    أخرىThe solvent was evaporated in vacuo

الإجراء التجريبي

A solution of HATU (46 mg, 0.12 mmol) in DMF (200 μl) was added to 2,6-dichlorobenzoic acid (22 mg, 0.11 mmol, Avocado) followed by DIPEA (50 μl, 0.286 mmol) and left to stand for 5 min at ambient temperature. A solution of 1-[(2,4-dichlorophenyl)methyl]-1H-pyrazol-4-amine (Art Chem GmbH; 53 mg, 0.22 mmol) in DMF (200 μl) was then added and the solution left to stand for 16 h at ambient temperature. The solvent was removed using a Genevac. The sample was dissolved in 1:1 MeOH:DMSO (0.6 ml) and purified by MDAP on a standard C18 column (method D) using acetonitrile-water with a TFA modifier. The solvent was evaporated in vacuo using a Genevac to give the title compound (35 mg); LCMS (System 3): MH+=414, tRET=1.18 min.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09149462B2uspto-grants-2015_10