Triethylamine → methyl 5-[N-[5-[2-[3-[(2,5-dimethylpyrazole-3-carbonyl)amino]phenyl]ethynyl]pyridine-3-carbonyl]-S-phenylsulfonimidoyl]pentanoate

HRID 209060

Reaction equation

HRID 209060 reaction equation
[Br:1][c:2]1[cH:3][c:4]([C:8](=[O:9])[N:10]=[S:11](=[O:12])([c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[CH2:19][CH2:20][CH2:21][CH2:22][C:23](=[O:24])[O:25][CH3:26])[cH:5][n:6][cH:7]1.[C:27](#[CH:28])[c:29]1[cH:30][c:31]([NH:35][C:36](=[O:37])[c:38]2[cH:39][c:40]([CH3:44])[n:41][n:42]2[CH3:43])[cH:32][cH:33][cH:34]1.[CH3:45][CH2:46][N:47]([CH2:48][CH3:49])[CH2:50][CH3:51].[CH3:71][CH2:72][O:73][C:74]([CH3:75])=[O:76].[Cu:118][I:119].[Pd:77]([Cl:78])[Cl:79].[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1.[c:80]1([P:81]([c:82]2[cH:83][cH:84][cH:85][cH:86][cH:87]2)[c:88]2[cH:89][cH:90][cH:91][cH:92][cH:93]2)[cH:94][cH:95][cH:96][cH:97][cH:98]1.[c:99]1([P:100]([c:101]2[cH:102][cH:103][cH:104][cH:105][cH:106]2)[c:107]2[cH:108][cH:109][cH:110][cH:111][cH:112]2)[cH:113][cH:114][cH:115][cH:116][cH:117]1>>[c:2]1([C:28]#[C:27][c:29]2[cH:30][c:31]([NH:35][C:36](=[O:37])[c:38]3[cH:39][c:40]([CH3:44])[n:41][n:42]3[CH3:43])[cH:32][cH:33][cH:34]2)[cH:3][c:4]([C:8](=[O:9])[N:10]=[S:11](=[O:12])([c:13]2[cH:14][cH:15][cH:16][cH:17][cH:18]2)[CH2:19][CH2:20][CH2:21][CH2:22][C:23](=[O:24])[O:25][CH3:26])[cH:5][n:6][cH:7]1

Participants

8

Reactant 7

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine3×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 57657904N-(3-ethynylphenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamideHCID 76585219methyl 5-[N-(5-bromopyridine-3-carbonyl)-S-phenylsulfonimidoyl]pentanoate

Product 1

HCID 178500450methyl 5-[N-[5-[2-[3-[(2,5-dimethylpyrazole-3-carbonyl)amino]phenyl]ethynyl]pyridine-3-carbonyl]-S-phenylsulfonimidoyl]pentanoate

Sources & evidence

ORD record
ord-57702ac9bf394488a871683c37cf5a22
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Linked notes

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