Acetate → Methyl 4-amino-3-chloro-6-(3,4-dimethylphenyl)pyridine-2-carboxylate

HRID 1236882Notes

Reaction equation

HRID 1236882 reaction equation
[C:60]([O-:61])(=[O:62])[CH3:63].[C:65]([O-:66])(=[O:67])[CH3:68].[CH3:1][c:2]1[cH:3][c:4]([B:9]([OH:10])[OH:11])[cH:5][cH:6][c:7]1[CH3:8].[CH3:57][C:58]#[N:59].[CH3:70][CH2:71][N:72]([CH2:73][CH3:74])[CH2:75][CH3:76].[Cs+:13].[F-:12].[NH2:44][c:45]1[c:46]([Cl:56])[c:47]([C:52](=[O:53])[O:54][CH3:55])[n:48][c:49]([Cl:51])[cH:50]1.[OH2:69].[Pd+2:64].[c:14]1([P:15]([c:16]2[cH:17][cH:18][cH:19][cH:20][cH:21]2)[CH2:22][CH2:23][CH2:24][CH2:25][P:26]([c:27]2[cH:28][cH:29][cH:30][cH:31][cH:32]2)[c:33]2[cH:34][cH:35][cH:36][cH:37][cH:38]2)[cH:39][cH:40][cH:41][cH:42][cH:43]1>>[CH3:1][c:2]1[cH:3][c:4](-[c:49]2[n:48][c:47]([C:52](=[O:53])[O:54][CH3:55])[c:46]([Cl:56])[c:45]([NH2:44])[cH:50]2)[cH:5][cH:6][c:7]1[CH3:8]

Participants

11

Reactant 10

HCID 175Acetate2×HCID 962WaterHCID 6342AcetonitrileHCID 8471TriethylamineHCID 28179Fluoride IonHCID 821241,4-Bis(diphenylphosphino)butaneHCID 104967Cesium cationHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27343483,4-Dimethylphenylboronic acidHCID 22677331Methyl 4-amino-3,6-dichloropyridine-2-carboxylate

Product 1

HCID 22677522Methyl 4-amino-3-chloro-6-(3,4-dimethylphenyl)pyridine-2-carboxylate

Sources & evidence

ORD record
ord-1bfc7d7b029545be834ee072e87db52b
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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