(Pyrimidin-5-yl)boronic acid → HCID 71009090, compound

HRID 1626138Notes

Reaction equation

HRID 1626138 reaction equation
Br[C:2]1[C:3]([F:19])=[CH:4][C:5]([F:18])=[C:6]([C@:8]2([CH3:17])[C:13]([F:15])([F:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]2)[CH:7]=1.[N:20]1[CH:25]=[C:24](B(O)O)[CH:23]=[N:22][CH:21]=1>>[F:18][C:5]1[CH:4]=[C:3]([F:19])[C:2]([C:24]2[CH:25]=[N:20][CH:21]=[N:22][CH:23]=2)=[CH:7][C:6]=1[C@:8]1([CH3:17])[C:13]([F:15])([F:14])[CH2:12][O:11][C:10]([NH2:16])=[N:9]1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 71009078HCID 71009078, compound

Product 1

HCID 71009090HCID 71009090, compound

Procedure

In a manner analogous to that described in Example 31, the cross-coupling reaction of (R)-4-(5-bromo-2,4-difluoro-phenyl)-5,5-difluoro-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-ylamine (intermediate A6.2) and pyrimidin-5-ylboronic acid yielded the title compound as a yellow solid. MS (ISP): m/z=341.1 [M+H]+.

Sources & evidence

ORD record
ord-b48e953eed054ab7a39b5feb67925ad5
Source dataset
uspto-grants-2014_07
Patent number
US08785436B2

Reaction notes

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