Bicarbonate Ion → 3-[5-(5-Fluoro-pyridin-3-ylethynyl)-pyridin-2-yl]-5,5-dimethyl-oxazolidin-2-one

HRID 2318464Notes

Reaction equation

HRID 2318464 reaction equation
[CH2:60]1[O:61][CH2:62][CH2:63][CH2:64]1.[CH3:1][C:2]1([CH3:20])[CH2:3][N:4]([c:8]2[n:9][cH:10][c:11]([C:14]#[C:15][Si:16]([CH3:17])([CH3:18])[CH3:19])[cH:12][cH:13]2)[C:5](=[O:7])[O:6]1.[CH3:29][CH2:30][N:31]([CH2:32][CH3:33])[CH2:34][CH3:35].[Cu:106][I:107].[F:21][c:22]1[cH:23][n:24][cH:25][c:26]([I:28])[cH:27]1.[Na+:59].[O-:55][C:56]([OH:57])=[O:58].[Pd:65]([Cl:66])[Cl:67].[c:36]1([P:37]([c:38]2[cH:39][cH:40][cH:41][cH:42][cH:43]2)[c:44]2[cH:45][cH:46][cH:47][cH:48][cH:49]2)[cH:50][cH:51][cH:52][cH:53][cH:54]1.[c:68]1([P:69]([c:70]2[cH:71][cH:72][cH:73][cH:74][cH:75]2)[c:76]2[cH:77][cH:78][cH:79][cH:80][cH:81]2)[cH:82][cH:83][cH:84][cH:85][cH:86]1.[c:87]1([P:88]([c:89]2[cH:90][cH:91][cH:92][cH:93][cH:94]2)[c:95]2[cH:96][cH:97][cH:98][cH:99][cH:100]2)[cH:101][cH:102][cH:103][cH:104][cH:105]1>>[CH3:1][C:2]1([CH3:20])[CH2:3][N:4]([c:8]2[n:9][cH:10][c:11]([C:14]#[C:15][c:26]3[cH:25][n:24][cH:23][c:22]([F:21])[cH:27]3)[cH:12][cH:13]2)[C:5](=[O:7])[O:6]1

Participants

10

Reactant 9

HCID 769Bicarbonate IonHCID 923Sodium ionHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 11776Triphenylphosphine3×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 184547783-Fluoro-5-iodopyridineHCID 575167285,5-Dimethyl-3-(5-trimethylsilanylethynyl-pyridin-2-yl)-oxazolidin-2-one

Product 1

HCID 534933613-[5-(5-Fluoro-pyridin-3-ylethynyl)-pyridin-2-yl]-5,5-dimethyl-oxazolidin-2-one

Sources & evidence

ORD record
ord-af77755ec76146abbb79c1401f804939
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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