Methyl 5-bromopyridine-3-carboxylate → 5-(4-Trifluoromethoxy-phenyl)-nicotinic acid methyl ester

HRID 1642796Notes

Reaction equation

HRID 1642796 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].[F:12][C:13]([F:25])([F:24])[O:14][C:15]1[CH:20]=[CH:19][C:18](B(O)O)=[CH:17][CH:16]=1>>[F:12][C:13]([F:24])([F:25])[O:14][C:15]1[CH:20]=[CH:19][C:18]([C:2]2[CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[CH:5]=[N:4][CH:3]=2)=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 699336Methyl 5-bromopyridine-3-carboxylateHCID 27343864-(Trifluoromethoxy)phenylboronic acid

Product 1

HCID 580025915-(4-Trifluoromethoxy-phenyl)-nicotinic acid methyl ester

Procedure

23 g (105 mmol) of methyl 5-bromonicotinate and 26 g (126 mmol, 1.2 eq.) of 4-trifluoromethoxyphenylboronic acid were reacted according to the General Method 1A. Yield: 14 g (41% of theory)

Sources & evidence

ORD record
ord-eed6a49c19d84b0cb5a9795c69ec9cdc
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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