3-Fluoro-4-(methoxycarbonyl)benzeneboronic acid → HCID 66697265, compound

HRID 2386748Notes

Reaction equation

HRID 2386748 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:27])[C:9]([C:15]2[C:24]3[O:23][CH2:22][C:21](=[O:25])[N:20]([CH3:26])[C:19]=3[CH:18]=[CH:17][CH:16]=2)([OH:14])[C:10]([F:13])([F:12])[F:11])=[C:4]([Cl:28])[CH:3]=1.[F:29][C:30]1[CH:31]=[C:32](B(O)O)[CH:33]=[CH:34][C:35]=1[C:36]([O:38][CH3:39])=[O:37]>>[CH3:39][O:38][C:36]([C:35]1[CH:34]=[CH:33][C:32]([C:2]2[CH:7]=[CH:6][C:5]([CH:8]([CH3:27])[C:9]([OH:14])([C:15]3[C:24]4[O:23][CH2:22][C:21](=[O:25])[N:20]([CH3:26])[C:19]=4[CH:18]=[CH:17][CH:16]=3)[C:10]([F:11])([F:12])[F:13])=[C:4]([Cl:28])[CH:3]=2)=[CH:31][C:30]=1[F:29])=[O:37]

Participants

3

Reactant 2

HCID 27828183-Fluoro-4-(methoxycarbonyl)benzeneboronic acidHCID 66697236HCID 66697236, compound

Product 1

HCID 66697265HCID 66697265, compound

Procedure

In analogy to Example 17, step 2, 8-[2-(4-bromo-2-chloro-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-4-methyl-4H-benzo[1,4]oxazin-3-one was reacted with 3-fluoro-4-methoxycarbonylphenylboronic acid to give the title compound as a light yellow oil. MS (m/e)=552.3 [M+H+].

Sources & evidence

ORD record
ord-f96ec4d500994956b58b08868897fb1b
Source dataset
uspto-grants-2012_09
Patent number
US08268820B2

Reaction notes

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