Piperazine → HCID 67540398, compound

HRID 629641Notes

Reaction equation

HRID 629641 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)[N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[C:18]([O:19][C:20]4[CH:29]=[C:28](F)[CH:27]=[CH:26][C:21]=4[C:22]([O:24][CH3:25])=[O:23])[C:13]=3[N:12]=[CH:11]2)=[CH:5][CH:4]=1.[NH:39]1[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]1>CS(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:31]2[CH:36]=[CH:35][C:34]([O:37][CH3:38])=[CH:33][CH:32]=2)[N:10]2[C:14]3[CH:15]=[CH:16][CH:17]=[C:18]([O:19][C:20]4[CH:29]=[C:28]([N:39]5[CH2:44][CH2:43][NH:42][CH2:41][CH2:40]5)[CH:27]=[CH:26][C:21]=4[C:22]([O:24][CH3:25])=[O:23])[C:13]=3[N:12]=[CH:11]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 67540404HCID 67540404, compound

Product 1

HCID 67540398HCID 67540398, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of EXAMPLE 403D (500 mg), and piperazine (420 mg) in dimethylsulfoxide (9 mL) was heated at 100° C. for 3 hours. The crude product was isolated by concentration and, following an aqueous work up, it was purified on silica gel, and was eluted with a 5 and 10% methanol in methylene chloride step gradient to provide the title compound.

Workup

  1. customThe crude product was isolated by concentration
  2. customit was purified on silica gel
  3. washwas eluted with a 5 and 10% methanol in methylene chloride step gradient

Sources & evidence

ORD record
ord-6a20781f2cb34302a491e7d70300a025
Source dataset
uspto-grants-2016_04
Patent number
US09315488B2

Reaction notes

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