1-Phenylpiperazine → HCID 57779639, compound

HRID 509205Notes

Reaction equation

HRID 509205 reaction equation
Cl[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.C1(N2CCNCC2)C=CC=CC=1.[C:20]1([CH:26]([CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[C:27]([O:29][CH3:30])=[O:28])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>C([O-])([O-])=O.[Cs+].[Cs+].CC(C)([P](C(C)(C)C)([Pd][P](C(C)(C)C)(C(C)(C)C)C(C)(C)C)C(C)(C)C)C.CS(C)=O.C1C=CC=CC=1>[C:20]1([CH:26]([CH:31]2[CH2:36][CH2:35][N:34]([C:2]3[N:7]=[CH:6][CH:5]=[CH:4][N:3]=3)[CH2:33][CH2:32]2)[C:27]([O:29][CH3:30])=[O:28])[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

8

Reactant 4

HCID 70961-PhenylpiperazineHCID 11430Potassium CarbonateHCID 744042-ChloropyrimidineHCID 57779708HCID 57779708, compound

Product 1

HCID 57779639HCID 57779639, compoundYield 78%

Reagents, catalysts & solvents 3

HCID 178454919HCID 178454919, compoundCatalystHCID 241BenzeneSolventHCID 679Dimethyl SulfoxideSolvent

Procedure

Following the same procedure as described in Example 15 (Scheme 15), step 1, but substituting compound 54 for 2-chloropyrimidine, compound 62 for compound 92, Cs2CO3/Pd(PtBu3)2 for potassium carbonate and benzene for DMSO, the title compound 93 (0.232 g, 78%) was obtained as a white solid. LRMS (ESI): (calc) 311.38 (found) 312.32 (MH)+

Sources & evidence

ORD record
ord-0dab88dbfa0544acb5e167c3036ef2d7
Source dataset
uspto-grants-2015_08
Patent number
US09096565B2

Reaction notes

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