Ethanol → 3-(6-Morpholinopyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde

HRID 2155223Notes

Reaction equation

HRID 2155223 reaction equation
[C:42](=[O:43])([O-:44])[O-:45].[CH3:21][C:22]1([CH3:23])[C:24]([CH3:25])([CH3:26])[O:27][B:28]([c:29]2[cH:30][cH:31][c:32]([N:35]3[CH2:36][CH2:37][O:38][CH2:39][CH2:40]3)[n:33][cH:34]2)[O:41]1.[CH3:48][O:49][CH2:50][CH2:51][O:52][CH3:53].[CH3:55][CH2:56][OH:57].[I:1][c:2]1[n:3][n:4]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:18])([CH3:19])[CH3:20])[c:5]2[cH:6][c:7]([CH:11]=[O:12])[cH:8][cH:9][c:10]12.[Na+:46].[Na+:47].[OH2:54].[Pd:58]([Cl:59])[Cl:60].[c:61]1([P:62]([c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[cH:75][cH:76][cH:77][cH:78][cH:79]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:2]1(-[c:29]2[cH:30][cH:31][c:32]([N:35]3[CH2:36][CH2:37][O:38][CH2:39][CH2:40]3)[n:33][cH:34]2)[n:3][n:4]([CH2:13][O:14][CH2:15][CH2:16][Si:17]([CH3:18])([CH3:19])[CH3:20])[c:5]2[cH:6][c:7]([CH:11]=[O:12])[cH:8][cH:9][c:10]12

Participants

10

Reactant 9

HCID 702EthanolHCID 923Sodium ion2×HCID 962WaterHCID 80711,2-DimethoxyethaneHCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 27953634-(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-pyridinyl)morpholineHCID 581896963-iodo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde

Product 1

HCID 866588313-(6-Morpholinopyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-indazole-6-carbaldehyde

Sources & evidence

ORD record
ord-1618572b588d4155b45382e248d3d9cc
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (4/10)

Reaction notes

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