Acetate → 4-Chloro-2-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

HRID 662570Notes

Reaction equation

HRID 662570 reaction equation
[CH3:71][O:72][CH2:73][CH2:74][O:75][CH3:76].[CH3:77][CH2:78][O:79][C:80]([CH3:81])=[O:82].[CH:29]1([P:30]([CH:31]2[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]2)[c:37]2[cH:38][cH:39][cH:40][cH:41][c:42]2-[c:43]2[c:44]([CH2:45][CH2:46][CH3:47])[cH:48][c:49]([CH2:50][CH2:51][CH3:52])[cH:53][c:54]2[CH2:55][CH2:56][CH3:57])[CH2:58][CH2:59][CH2:60][CH2:61][CH2:62]1.[Cl:1][c:2]1[c:3]2[c:4]([n:5][cH:6][cH:7]1)[n:8]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:19])([CH3:20])[CH3:21])[c:9]([B:11]([OH:12])[OH:13])[cH:10]2.[I:22][c:23]1[cH:24][n:25][cH:26][cH:27][cH:28]1.[K+:68].[K+:69].[K+:70].[O-:84][C:85]([CH3:86])=[O:87].[O-:88][C:89]([CH3:90])=[O:91].[P:63]([O-:64])([O-:65])([O-:66])=[O:67].[Pd+2:83]>>[Cl:1][c:2]1[c:3]2[c:4]([n:5][cH:6][cH:7]1)[n:8]([CH2:14][O:15][CH2:16][CH2:17][Si:18]([CH3:19])([CH3:20])[CH3:21])[c:9](-[c:23]1[cH:24][n:25][cH:26][cH:27][cH:28]1)[cH:10]2

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 1061PhosphateHCID 80711,2-DimethoxyethaneHCID 8857Ethyl AcetateHCID 707143-IodopyridineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 21081571Dicyclohexyl(2',4',6'-tripropyl-[1,1'-biphenyl]-2-yl)phosphineHCID 21081673(4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-2-yl)boronic acid

Product 1

HCID 210816764-Chloro-2-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine

Sources & evidence

ORD record
ord-4bd731b414924e2dac64307ea31d9500
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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