Propargyl alcohol → 4-[2-fluoro-4-(3-hydroxy-1-propynyl)anilino]-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide

HRID 152215Notes

Reaction equation

HRID 152215 reaction equation
[CH2:25]([C:26]#[CH:27])[OH:28].[CH2:31]1[O:32][CH2:33][CH2:34][CH2:35]1.[Cu:29][I:30].[F:1][c:2]1[c:3]([NH:4][c:5]2[c:6]([C:13](=[O:14])[NH:15][O:16][CH2:17][CH2:18][OH:19])[cH:7][n:8]([CH3:12])[c:9](=[O:11])[cH:10]2)[cH:20][cH:21][c:22]([I:24])[cH:23]1>>[F:1][c:2]1[c:3]([NH:4][c:5]2[c:6]([C:13](=[O:14])[NH:15][O:16][CH2:17][CH2:18][OH:19])[cH:7][n:8]([CH3:12])[c:9](=[O:11])[cH:10]2)[cH:20][cH:21][c:22]([C:27]#[C:26][CH2:25][OH:28])[cH:23]1

Participants

5

Reactant 4

HCID 7859Propargyl alcoholHCID 8028TetrahydrofuranHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 112130144-(2-fluoro-4-iodoanilino)-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide

Product 1

HCID 111996954-[2-fluoro-4-(3-hydroxy-1-propynyl)anilino]-N-(2-hydroxyethoxy)-1-methyl-6-oxo-1,6-dihydro-3-pyridinecarboxamide

Sources & evidence

ORD record
ord-8bc86bb615344350b5ed61ea33f2cc4d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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