Hydrochloric Acid → Methyl 4-(pyridin-4-yl)-1-naphthoate

HRID 1147330Notes

Reaction equation

HRID 1147330 reaction equation
[Br:19][c:20]1[cH:21][cH:22][n:23][cH:24][cH:25]1.[CH3:1][Sn:2]([c:3]1[cH:4][cH:5][c:6]([C:13](=[O:14])[O:15][CH3:16])[c:7]2[cH:8][cH:9][cH:10][cH:11][c:12]12)([CH3:17])[CH3:18].[ClH:26].[Cu:29][I:30].[K+:28].[OH-:27].[Pd:31]([Cl:32])[Cl:33].[c:34]1([P:35]([c:36]2[cH:37][cH:38][cH:39][cH:40][cH:41]2)[c:42]2[cH:43][cH:44][cH:45][cH:46][cH:47]2)[cH:48][cH:49][cH:50][cH:51][cH:52]1.[c:53]1([P:54]([c:55]2[cH:56][cH:57][cH:58][cH:59][cH:60]2)[c:61]2[cH:62][cH:63][cH:64][cH:65][cH:66]2)[cH:67][cH:68][cH:69][cH:70][cH:71]1>>[c:3]1(-[c:20]2[cH:21][cH:22][n:23][cH:24][cH:25]2)[cH:4][cH:5][c:6]([C:13](=[O:14])[O:15][CH3:16])[c:7]2[cH:8][cH:9][cH:10][cH:11][c:12]12

Participants

9

Reactant 8

HCID 313Hydrochloric AcidHCID 813Potassium CationHCID 961HydroxideHCID 11776Triphenylphosphine2×HCID 142684-BromopyridineHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 22711864Methyl 4-(trimethylstannyl)-1-naphthoate

Product 1

HCID 22711890Methyl 4-(pyridin-4-yl)-1-naphthoate

Sources & evidence

ORD record
ord-3514ef7b98784660a2e6d8e1ca96f855
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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