Acetate → Methyl 2-chloro-5-methylnicotinate

HRID 2332941Notes

Reaction equation

HRID 2332941 reaction equation
[Br:1][c:2]1[cH:3][n:4][c:5]([Cl:12])[c:6]([C:7](=[O:8])[O:9][CH3:10])[cH:11]1.[CH3:21][B:22]([OH:23])[OH:24].[CH:25]1([P:26]([CH:27]2[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]2)[CH:33]2[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]2)[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]1.[K+:18].[K+:19].[K+:20].[O-:53][C:54]([CH3:55])=[O:56].[O-:57][C:58]([CH3:59])=[O:60].[OH2:44].[P:13]([O-:14])([O-:15])([O-:16])=[O:17].[Pd+2:52].[c:45]1([CH3:46])[cH:47][cH:48][cH:49][cH:50][cH:51]1>>[c:2]1([CH3:21])[cH:3][n:4][c:5]([Cl:12])[c:6]([C:7](=[O:8])[O:9][CH3:10])[cH:11]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 139377Methylboronic AcidHCID 2763343Methyl 5-bromo-2-chloronicotinate

Product 1

HCID 11636946Methyl 2-chloro-5-methylnicotinate

Sources & evidence

ORD record
ord-d5517852d8b5469a84e133c6929d4623
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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