Dimethylformamide → Methyl 6-amino-5-((3-(3-methylfuran-2-carboxamido)phenyl)ethynyl)nicotinate

HRID 210260Notes

Reaction equation

HRID 210260 reaction equation
[C:1](#[CH:2])[c:3]1[cH:4][c:5]([NH:9][C:10](=[O:11])[c:12]2[o:13][cH:14][cH:15][c:16]2[CH3:17])[cH:6][cH:7][cH:8]1.[CH3:44][CH2:45][O:46][C:47]([CH3:48])=[O:49].[CH:30]([N:31]([CH2:32][CH3:33])[CH:34]([CH3:35])[CH3:36])([CH3:37])[CH3:38].[Cu:91][I:92].[NH2:18][c:19]1[n:20][cH:21][c:22]([C:23](=[O:24])[O:25][CH3:26])[cH:27][c:28]1[I:29].[O:39]=[CH:40][N:41]([CH3:42])[CH3:43].[Pd:50]([Cl:51])[Cl:52].[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:72]1([P:73]([c:74]2[cH:75][cH:76][cH:77][cH:78][cH:79]2)[c:80]2[cH:81][cH:82][cH:83][cH:84][cH:85]2)[cH:86][cH:87][cH:88][cH:89][cH:90]1>>[C:1](#[C:2][c:28]1[c:19]([NH2:18])[n:20][cH:21][c:22]([C:23](=[O:24])[O:25][CH3:26])[cH:27]1)[c:3]1[cH:4][c:5]([NH:9][C:10](=[O:11])[c:12]2[o:13][cH:14][cH:15][c:16]2[CH3:17])[cH:6][cH:7][cH:8]1

Participants

9

Reactant 8

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 81531DiisopropylethylamineHCID 15350913Methyl 6-amino-5-iodopyridine-3-carboxylateHCID 51337833N-(3-ethynylphenyl)-3-methylfuran-2-carboxamide

Product 1

HCID 57657938Methyl 6-amino-5-((3-(3-methylfuran-2-carboxamido)phenyl)ethynyl)nicotinate

Sources & evidence

ORD record
ord-927aeb31a0074b948dd1b983bd5cd2ae
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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