Piperazine → HCID 67540398, compound

HRID 1520652Notes

Reaction equation

HRID 1520652 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-d6233ff7d3354f1bb3e83a223bd29aa7
Source dataset
uspto-grants-2015_07
Patent number
US09073855B2

Reaction notes

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