Water → Ethyl 5-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-1h-indole-2-carboxylate

HRID 134902Notes

Reaction equation

HRID 134902 reaction equation
[C:1](#[CH:2])[c:3]1[cH:4][c:5]2[c:6]([CH3:24])[c:7]([C:19](=[O:20])[O:21][CH2:22][CH3:23])[n:8]([CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][CH2:17][CH2:18]3)[c:9]2[cH:10][cH:11]1.[CH2:39]1[CH2:40][CH2:41][NH:42][CH2:43][CH2:44]1.[CH2:45]1[O:46][CH2:47][CH2:48][CH2:49]1.[Cl:25][c:26]1[cH:27][cH:28][c:29](-[c:32]2[cH:33][cH:34][c:35]([I:38])[n:36][cH:37]2)[cH:30][cH:31]1.[Cu:92][I:93].[OH2:50].[Pd:51]([Cl:52])[Cl:53].[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:1](#[C:2][c:35]1[cH:34][cH:33][c:32](-[c:29]2[cH:28][cH:27][c:26]([Cl:25])[cH:31][cH:30]2)[cH:37][n:36]1)[c:3]1[cH:4][c:5]2[c:6]([CH3:24])[c:7]([C:19](=[O:20])[O:21][CH2:22][CH3:23])[n:8]([CH2:12][CH2:13][N:14]3[CH2:15][CH2:16][CH2:17][CH2:18]3)[c:9]2[cH:10][cH:11]1

Participants

9

Reactant 8

HCID 962WaterHCID 8028TetrahydrofuranHCID 8082PiperidineHCID 11776Triphenylphosphine2×HCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 859698495-(4-Chlorophenyl)-2-iodopyridineHCID 86594685ethyl 5-ethynyl-3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-1H-indole-2-carboxylate

Product 1

HCID 59835807Ethyl 5-[5-(4-chloro-phenyl)-pyridin-2-ylethynyl]-3-methyl-1-(2-pyrrolidin-1-yl-ethyl)-1h-indole-2-carboxylate

Sources & evidence

ORD record
ord-bb6cad4d5e94492cb46de9c8e022d8be
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

Loading…