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[2-Methyl-5-(1,3-oxazol-2-yl)phenyl]boronic acid → 2,6-Difluoro-N-[5-(2-methyl-5-oxazol-2-yl-phenyl)-thiophen-2-yl]-benzamide

HRID 2404501
Notes
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Reaction equation

HRID 2404501 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[C:3]=1[C:4]([NH:6][C:7]1[S:8][C:9](C2C=CC=C(C(F)(F)F)C=2)=[CH:10][CH:11]=1)=[O:5].[O:27]1[CH:31]=[CH:30][N:29]=[C:28]1[C:32]1[CH:33]=[CH:34][C:35]([CH3:41])=[C:36](B(O)O)[CH:37]=1>>[F:1][C:2]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[C:3]=1[C:4]([NH:6][C:7]1[S:8][C:9]([C:36]2[CH:37]=[C:32]([C:28]3[O:27][CH:31]=[CH:30][N:29]=3)[CH:33]=[CH:34][C:35]=2[CH3:41])=[CH:10][CH:11]=1)=[O:5]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 53414650[2-Methyl-5-(1,3-oxazol-2-yl)phenyl]boronic acidHCID 587033772,6-Difluoro-N-[5-(3-trifluoromethyl-phenyl)-thiophen-2-yl]benzamide

Product 1

HCID 116398362,6-Difluoro-N-[5-(2-methyl-5-oxazol-2-yl-phenyl)-thiophen-2-yl]-benzamide

Procedure

Compound 119 was synthesized in an analogous fashion as described for Compound 117 except that 5-(oxazol-2-yl)-2-methylbenzeneboronic acid was used instead of 3-trifluoromethylbenzeneboronic acid in the final step.

Sources & evidence

ORD record
ord-63d3c4cabdd14c0c9938924bb24f7a48
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08802721B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes