Tetrahydrofuran → 2-Methanesulfonyl-5-phenylethynyl-pyrimidine

HRID 674482Notes

Reaction equation

HRID 674482 reaction equation
[Br:1][c:2]1[cH:3][n:4][c:5]([S:8](=[O:9])(=[O:10])[CH3:11])[n:6][cH:7]1.[CH2:46]1[O:47][CH2:48][CH2:49][CH2:50]1.[CH3:20][CH2:21][N:22]([CH2:23][CH3:24])[CH2:25][CH3:26].[Cu:92][I:93].[Pd:51]([Cl:52])[Cl:53].[c:12]1([C:18]#[CH:19])[cH:13][cH:14][cH:15][cH:16][cH:17]1.[c:27]1([P:28]([c:29]2[cH:30][cH:31][cH:32][cH:33][cH:34]2)[c:35]2[cH:36][cH:37][cH:38][cH:39][cH:40]2)[cH:41][cH:42][cH:43][cH:44][cH:45]1.[c:54]1([P:55]([c:56]2[cH:57][cH:58][cH:59][cH:60][cH:61]2)[c:62]2[cH:63][cH:64][cH:65][cH:66][cH:67]2)[cH:68][cH:69][cH:70][cH:71][cH:72]1.[c:73]1([P:74]([c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[c:81]2[cH:82][cH:83][cH:84][cH:85][cH:86]2)[cH:87][cH:88][cH:89][cH:90][cH:91]1>>[c:2]1([C:19]#[C:18][c:12]2[cH:13][cH:14][cH:15][cH:16][cH:17]2)[cH:3][n:4][c:5]([S:8](=[O:9])(=[O:10])[CH3:11])[n:6][cH:7]1

Participants

8

Reactant 7

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 10821PhenylacetyleneHCID 11776Triphenylphosphine3×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 3192865-Bromo-2-(methylsulphonyl)pyrimidine

Product 1

HCID 575167582-Methanesulfonyl-5-phenylethynyl-pyrimidine

Sources & evidence

ORD record
ord-a9671a4c48b448318f2783e4a733d254
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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