Acetate → 2-Chloro-5-fluoronicotinic acid

HRID 805246Notes

Reaction equation

HRID 805246 reaction equation
[CH3:20][CH2:21][N:22]([CH2:23][CH3:24])[CH2:25][CH3:26].[CH:27]([OH:28])=[O:29].[Cl:30][c:31]1[c:32]([C:33](=[O:34])[OH:35])[cH:36][c:37]([F:41])[c:38]([Cl:40])[n:39]1.[O-:43][C:44]([CH3:45])=[O:46].[O-:47][C:48]([CH3:49])=[O:50].[O:51]=[CH:52][N:53]([CH3:54])[CH3:55].[Pd+2:42].[c:1]1([P:2]([c:3]2[cH:4][cH:5][cH:6][cH:7][cH:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][cH:17][cH:18][cH:19]1>>[Cl:30][c:31]1[c:32]([C:33](=[O:34])[OH:35])[cH:36][c:37]([F:41])[cH:38][n:39]1

Participants

8

Reactant 7

HCID 175Acetate2×HCID 284Formic AcidHCID 6228DimethylformamideHCID 8471TriethylamineHCID 11776TriphenylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27336592,6-Dichloro-5-fluoronicotinic acid

Product 1

HCID 114352432-Chloro-5-fluoronicotinic acid

Sources & evidence

ORD record
ord-43f402bfc3644bbb82c825055c5792cd
Source dataset
Test data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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