Potassium Carbonate → HCID 68578970, compound

HRID 643275Notes

Reaction equation

HRID 643275 reaction equation
Br[C:2]1[C:7]([N:8]2[CH2:13][CH2:12][O:11]CC2)=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:14]1[CH:19]=[C:18](B(O)O)[CH:17]=[N:16][CH:15]=1.C([O-])([O-])=O.[K+].[K+]>Cl[Pd]Cl.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.[Fe+2]>[N:14]1[CH:19]=[C:18]([C:5]2[CH:4]=[CH:3][C:2]3[O:11][CH2:12][CH2:13][NH:8][C:7]=3[CH:6]=2)[CH:17]=[N:16][CH:15]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 2795193(Pyrimidin-5-yl)boronic acidHCID 53257294-(2-bromophenyl)morpholine

Product 1

HCID 68578970HCID 68578970, compound

Reagents, catalysts & solvents 2

HCID 24290Palladium ChlorideCatalystHCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)Catalyst

Procedure

In a manner similar to those previously described (Examples 15-17, 67), 6-bromophenyl morpholine (67C) was treated with pyrimidine-5-boronic acid, PdCl2(dppf, and K2CO3, to provide compound 6-(pyrimidin-5-yl)-benzomorpholine, which was further converted to the title compound 68. MS m/z 294 (MH+).

Sources & evidence

ORD record
ord-8555efbca531467bae767978bf074fc3
Source dataset
uspto-grants-2010_04
Patent number
US07700592B2

Reaction notes

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