3-Carboxyphenylboronic acid → HCID 66697284, compound

HRID 2096728Notes

Reaction equation

HRID 2096728 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](OS(C(F)(F)F)(=O)=O)=[CH:4][C:3]=1[CH:16]([CH3:35])[C:17]([OH:34])([C:22]1[CH:23]=[CH:24][C:25]2[O:30][CH2:29][C:28](=[O:31])[N:27]([CH3:32])[C:26]=2[CH:33]=1)[C:18]([F:21])([F:20])[F:19].[C:36]([C:39]1[CH:40]=[C:41](B(O)O)[CH:42]=[CH:43][CH:44]=1)([OH:38])=[O:37]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:43]2[CH:42]=[CH:41][CH:40]=[C:39]([C:36]([OH:38])=[O:37])[CH:44]=2)=[CH:4][C:3]=1[CH:16]([CH3:35])[C:17]([OH:34])([C:22]1[CH:23]=[CH:24][C:25]2[O:30][CH2:29][C:28](=[O:31])[N:27]([CH3:32])[C:26]=2[CH:33]=1)[C:18]([F:21])([F:20])[F:19]

Participants

3

Reactant 2

HCID 27339573-Carboxyphenylboronic acidHCID 86645867HCID 86645867, compound

Product 1

HCID 66697284HCID 66697284, compound

Procedure

In analogy to Example 17, step 2, trifluoromethanesulfonic acid 4-chloro-3-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-propyl]-phenyl ester (Example 17, step 1) was reacted with 3-carboxyphenylboronic acid to give the title compound as a light brown solid. MS (m/e, ISP neg. ion)=518.2 [M−H+].

Sources & evidence

ORD record
ord-19762204c0cf4d5f9379a3b6b61b0d7e
Source dataset
uspto-grants-2013_05
Patent number
US08450313B2

Reaction notes

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