Acetate → 5-Cyclopropyl-6-(2-methoxyethoxy)-pyridine-2-carboxylic acid methyl ester

HRID 2122278Notes

Reaction equation

HRID 2122278 reaction equation
[C:58]([O-:59])(=[O:60])[CH3:61].[C:63]([O-:64])(=[O:65])[CH3:66].[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7]([O:12][CH2:13][CH2:14][O:15][CH3:16])[c:8]([Br:11])[cH:9][cH:10]1.[CH3:50][c:51]1[cH:52][cH:53][cH:54][cH:55][cH:56]1.[CH:17]1([B:20]([OH:21])[OH:22])[CH2:18][CH2:19]1.[CH:23]1([P:24]([CH:25]2[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30]2)[CH:31]2[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]2)[CH2:37][CH2:38][CH2:39][CH2:40][CH2:41]1.[K+:47].[K+:48].[K+:49].[OH2:57].[P:42]([O-:43])([O-:44])([O-:45])=[O:46].[Pd+2:62]>>[CH3:1][O:2][C:3](=[O:4])[c:5]1[n:6][c:7]([O:12][CH2:13][CH2:14][O:15][CH3:16])[c:8]([CH:17]2[CH2:18][CH2:19]2)[cH:9][cH:10]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 2760897Cyclopropylboronic acidHCID 710877995-Bromo-6-(2-methoxyethoxy)-pyridine-2-carboxylic acid methyl ester

Product 1

HCID 710874485-Cyclopropyl-6-(2-methoxyethoxy)-pyridine-2-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-8494f531eb9c4e21a612b72837d969b2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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