2-Bromo-6-phenylpyridine → HCID 66577680, compound

HRID 1183487Notes

Reaction equation

HRID 1183487 reaction equation
[CH2:1]([O:3][C:4](=[O:28])[CH2:5][C:6]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[NH2:27])=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7]1)[CH3:2].Br[C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[N:31]=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH2:1]([O:3][C:4](=[O:28])[CH2:5][C:6]1([C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[NH:27][C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([C:36]5[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=5)[N:31]=4)=[CH:17][CH:16]=3)=[CH:13][CH:14]=2)[CH2:8][CH2:7]1)[CH3:2]

Participants

5

Reactant 2

HCID 5686792-Bromo-6-phenylpyridineHCID 66577651HCID 66577651, compound

Product 1

HCID 66577680HCID 66577680, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 9811564Bis(dibenzylideneacetone)palladiumCatalyst

Procedure

Prepared according to the procedure described in Example 68, Step 2, using {1-[4′-(4-amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropyl}-acetic acid ethyl ester and 2-bromo-6-phenyl-pyridine. Additionally, palladium(II) acetate was used as the catalyst in place of tris(dibenzylideneacetone)dipalladium(0).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-3e75596b320248669e15039892cadf64
Source dataset
uspto-grants-2014_03
Patent number
US08664220B2

Reaction notes

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