(2S)-2-(2-borono-4-chlorophenoxy)-propanoic acid → 2-[4-Chloro-2-[4-methyl-6-[methyl(methylsulfonyl)amino]-3-pyridinyl]phenoxy]-(2s)-propanoic acid

HRID 1694763Notes

Reaction equation

HRID 1694763 reaction equation
Br[C:2]1[C:3]([CH3:14])=[CH:4][C:5]([N:8]([CH3:13])[S:9]([CH3:12])(=[O:11])=[O:10])=[N:6][CH:7]=1.B([C:18]1[CH:29]=[C:28]([Cl:30])[CH:27]=[CH:26][C:19]=1[O:20][C@@H:21]([CH3:25])[C:22]([OH:24])=[O:23])(O)O>>[Cl:30][C:28]1[CH:27]=[CH:26][C:19]([O:20][C@@H:21]([CH3:25])[C:22]([OH:24])=[O:23])=[C:18]([C:2]2[CH:7]=[N:6][C:5]([N:8]([CH3:13])[S:9]([CH3:12])(=[O:11])=[O:10])=[CH:4][C:3]=2[CH3:14])[CH:29]=1

Participants

3

Reactant 2

HCID 67277298(2S)-2-(2-borono-4-chlorophenoxy)-propanoic acidHCID 67280607N-(5-Bromo-4-methyl-2-pyridinyl)-N-methylmethanesulfonamide

Product 1

HCID 583336512-[4-Chloro-2-[4-methyl-6-[methyl(methylsulfonyl)amino]-3-pyridinyl]phenoxy]-(2s)-propanoic acid

Procedure

The title compound was prepared by the method of example 155 using the product from step (ii) and the product from example 151 step (iv). Yield 0.125 g.

Sources & evidence

ORD record
ord-28c6aaf17ecc4e7ead3f0558f57bb518
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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