3-(Trifluoromethyl)phenylboronic acid → Methyl 2-[3-(trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylate

HRID 913715Notes

Reaction equation

HRID 913715 reaction equation
Br[C:2]1[S:3][C:4]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:6]=1.[F:11][C:12]([F:23])([F:22])[C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1>>[F:11][C:12]([F:23])([F:22])[C:13]1[CH:18]=[C:17]([C:2]2[S:3][C:4]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:6]=2)[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 27343883-(Trifluoromethyl)phenylboronic acidHCID 2773502Methyl 2-bromothiazole-5-carboxylate

Product 1

HCID 46912000Methyl 2-[3-(trifluoromethyl)phenyl]-1,3-thiazole-5-carboxylate

Procedure

Synthesized as described in Example 310D using methyl 2-bromo-1,3-thiazole-5-carboxylate and [3-(trifluoromethyl)phenyl]boronic acid: 1H NMR (400 MHz, CDCl3) δ 8.47 (s, 1H), 8.28 (s, 1H), 8.16 (d, J=7.8 Hz, 1H), 7.75 (d, J=7.8 Hz, 1H), 7.62 (t, J=7.8 Hz, 1H), 3.96 (s, 3H).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-c971b69a7a0a4fdab331fba348530420
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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