Acetate → 4-Acetylamino-3-chloro-6-(2,4-difluoro-3-methylphenyl)-pyridine-2-carboxylic acid methyl ester

HRID 2131994Notes

Reaction equation

HRID 2131994 reaction equation
[Br:1][c:2]1[c:3]([F:10])[c:4]([CH3:9])[c:5]([F:8])[cH:6][cH:7]1.[C:65]([O-:66])(=[O:67])[CH3:68].[C:70]([O-:71])(=[O:72])[CH3:73].[CH3:11][O:12][C:13](=[O:14])[c:15]1[n:16][c:17]([Sn:26]([CH3:27])([CH3:28])[CH3:29])[cH:18][c:19]([NH:22][C:23]([CH3:24])=[O:25])[c:20]1[Cl:21].[CH3:62][C:63]#[N:64].[Cs+:61].[F-:60].[Pd+2:69].[c:30]1([P:31]([c:32]2[cH:33][cH:34][cH:35][cH:36][cH:37]2)[CH2:38][CH2:39][CH2:40][CH2:41][P:42]([c:43]2[cH:44][cH:45][cH:46][cH:47][cH:48]2)[c:49]2[cH:50][cH:51][cH:52][cH:53][cH:54]2)[cH:55][cH:56][cH:57][cH:58][cH:59]1>>[c:2]1(-[c:17]2[n:16][c:15]([C:13]([O:12][CH3:11])=[O:14])[c:20]([Cl:21])[c:19]([NH:22][C:23]([CH3:24])=[O:25])[cH:18]2)[c:3]([F:10])[c:4]([CH3:9])[c:5]([F:8])[cH:6][cH:7]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 6342AcetonitrileHCID 28179Fluoride IonHCID 821241,4-Bis(diphenylphosphino)butaneHCID 104967Cesium cationHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 112872263-Bromo-2,6-difluorotolueneHCID 226773084-Acetylamino-3-chloro-6-trimethylstannylpyridine-2-carboxylic acid methyl ester

Product 1

HCID 685975834-Acetylamino-3-chloro-6-(2,4-difluoro-3-methylphenyl)-pyridine-2-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-a080a08760424d23922dfb5a98e0da21
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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