Piperazine → HCID 58976076, compound

HRID 601055Notes

Reaction equation

HRID 601055 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([N:8]2[C:12]([NH2:13])=[N:11][C:10]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([N:21]4[CH2:26][CH2:25][O:24][CH2:23][CH2:22]4)=[CH:17][CH:16]=3)=[N:9]2)[CH:3]=1.[NH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.C(N(C(C)C)CC)(C)C>C1COCC1>[N:21]1([C:18]2[CH:19]=[CH:20][C:15]([NH:14][C:10]3[N:11]=[C:12]([NH2:13])[N:8]([C:4]4[CH:3]=[C:2]([N:27]5[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]5)[N:7]=[CH:6][N:5]=4)[N:9]=3)=[CH:16][CH:17]=2)[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 81531DiisopropylethylamineHCID 58977013HCID 58977013, compound

Product 1

HCID 58976076HCID 58976076, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1-(6-chloro-pyrimidin-4-yl)-N3-(4-morpholin-4-yl-phenyl)-1H-[1,2,4]triazole-3,5-diamine (0.11 g, 0.30 mmol), piperazine ((0.26 g, 3.0 mmol), and di-iso-propylethylamine (0.21 mL) in THF (100 mL) was stirred at reflux for 3 d, then cooled and evaporated. Purification by semi-preparative HPLC provided the title compound (0.13 g, 64% yield) as a pale yellow solid.

Workup

  1. temperatureat reflux for 3 d
  2. temperaturecooled
  3. customevaporated
  4. customPurification by semi-preparative HPLC

Sources & evidence

ORD record
ord-e7eaf93b1d4f439cae9ff4781803a7f0
Source dataset
uspto-grants-2011_03
Patent number
US07902239B2

Reaction notes

Loading…