2-Bromopyridine → 2-(4-{5-Methyl-4-[2-(2-methyl-pyrrolidin-1-yl)-ethyl]-oxazol-2-yl}-phenyl)-pyridine

HRID 1445831Notes

Reaction equation

HRID 1445831 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH3:20])=[C:11]([CH2:13][CH2:14]OS(C)(=O)=O)[N:12]=2)=[CH:4][CH:3]=1.CC1O[C:25]([C:27]2[CH:32]=[CH:31][C:30](B3OC(C)(C)C(C)(C)O3)=CC=2)=[N:24]C=1CCO.Br[C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][N:47]=1>>[CH3:20][C:10]1[O:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][N:47]=3)=[CH:3][CH:4]=2)=[N:12][C:11]=1[CH2:13][CH2:14][N:24]1[CH2:25][CH2:27][CH2:32][CH:31]1[CH3:30]

Participants

4

Reactant 3

HCID 79732-BromopyridineHCID 11451238Methanesulfonic acid 2-[2-(4-bromo-phenyl)-5-methyl-oxazol-4-yl]-ethyl esterHCID 589514312-{5-Methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-oxazol-4-yl}-ethanol2×

Product 1

HCID 116531482-(4-{5-Methyl-4-[2-(2-methyl-pyrrolidin-1-yl)-ethyl]-oxazol-2-yl}-phenyl)-pyridine

Procedure

The titled compound is prepared in substantial accordance with the procedures found in Example 4, Intermediate 13, and Example 75 using 2-{5-Methyl-2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-oxazol-4-yl}-ethanol (see Intermediate 3) and 2-bromopyridine. MS (m/e): 348.3 (M+1)

Sources & evidence

ORD record
ord-c0047aecd4a64278ad48cae9a5b2db97
Source dataset
uspto-grants-2010_02
Patent number
US07666871B2

Reaction notes

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