Acetate → 4-(6-Dimethylcarbamoyl-pyridin-3-yloxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid methyl ester

HRID 2311451Notes

Reaction equation

HRID 2311451 reaction equation
[CH3:13][O:14][C:15](=[O:16])[c:17]1[cH:18][c:19]2[c:20]([c:26]([OH:28])[cH:27]1)[CH2:21][C:22]([CH3:24])([CH3:25])[O:23]2.[CH3:1][N:2]([C:3](=[O:4])[c:5]1[n:6][cH:7][c:8]([Br:11])[cH:9][cH:10]1)[CH3:12].[CH3:37][c:38]1[cH:39][cH:40][cH:41][cH:42][cH:43]1.[K+:34].[K+:35].[K+:36].[O-:45][C:46]([CH3:47])=[O:48].[O-:49][C:50]([CH3:51])=[O:52].[P:29]([O-:30])([O-:31])([O-:32])=[O:33].[Pd+2:44]>>[CH3:1][N:2]([C:3](=[O:4])[c:5]1[n:6][cH:7][c:8]([O:28][c:26]2[c:20]3[c:19]([cH:18][c:17]([C:15]([O:14][CH3:13])=[O:16])[cH:27]2)[O:23][C:22]([CH3:24])([CH3:25])[CH2:21]3)[cH:9][cH:10]1)[CH3:12]

Participants

8

Reactant 7

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 1061PhosphateHCID 1140TolueneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 228316185-bromo-N,N-dimethylpicolinamideHCID 25067323Methyl 4-hydroxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-6-carboxylate

Product 1

HCID 595602244-(6-Dimethylcarbamoyl-pyridin-3-yloxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid methyl ester

Sources & evidence

ORD record
ord-ad939110dac4438e8b3a3547127ddd76
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

Loading…