Ethanol → 1-(4-benzylphenyl)-9-(4-hydroxyphenyl)benzo[h][1,6]naphthyridin-2(1H)one

HRID 685553Notes

Reaction equation

HRID 685553 reaction equation
[C:40](=[O:41])([O-:42])[O-:43].[C:46]([P:47]([C:48]([CH3:49])([CH3:50])[CH3:51])[c:52]1[cH:53][cH:54][cH:55][cH:56][c:57]1-[c:58]1[c:59]([CH:60]([CH3:61])[CH3:62])[cH:63][c:64]([CH:65]([CH3:66])[CH3:67])[cH:68][c:69]1[CH:70]([CH3:71])[CH3:72])([CH3:73])([CH3:74])[CH3:75].[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[c:8]1[cH:9][cH:10][c:11](-[n:14]2[c:15](=[O:29])[cH:16][cH:17][c:18]3[cH:19][n:20][c:21]4[c:22]([c:23]23)[cH:24][c:25]([Cl:28])[cH:26][cH:27]4)[cH:12][cH:13]1.[CH2:76]1[O:77][CH2:78][CH2:79][O:80][CH2:81]1.[CH3:82][CH2:83][OH:84].[Na+:44].[Na+:45].[OH:30][c:31]1[cH:32][cH:33][c:34]([B:37]([OH:38])[OH:39])[cH:35][cH:36]1.[Pd:85]([Cl:86])[Cl:87].[c:107]1([P:108]([c:109]2[cH:110][cH:111][cH:112][cH:113][cH:114]2)[c:115]2[cH:116][cH:117][cH:118][cH:119][cH:120]2)[cH:121][cH:122][cH:123][cH:124][cH:125]1.[c:88]1([P:89]([c:90]2[cH:91][cH:92][cH:93][cH:94][cH:95]2)[c:96]2[cH:97][cH:98][cH:99][cH:100][cH:101]2)[cH:102][cH:103][cH:104][cH:105][cH:106]1>>[CH2:1]([c:2]1[cH:3][cH:4][cH:5][cH:6][cH:7]1)[c:8]1[cH:9][cH:10][c:11](-[n:14]2[c:15](=[O:29])[cH:16][cH:17][c:18]3[cH:19][n:20][c:21]4[c:22]([c:23]23)[cH:24][c:25](-[c:34]2[cH:33][cH:32][c:31]([OH:30])[cH:36][cH:35]2)[cH:26][cH:27]4)[cH:12][cH:13]1

Participants

10

Reactant 9

HCID 702EthanolHCID 923Sodium ion2×HCID 11776Triphenylphosphine2×HCID 19660Carbonate IonHCID 24290Palladium ChlorideHCID 312751,4-DioxaneHCID 27343604-Hydroxyphenylboronic acidHCID 11618717Di-tert-butyl(2',4',6'-tris(propan-2-yl)-(1,1'-biphenyl)-2-yl)phosphaneHCID 585249781-(4-benzylphenyl)-9-chlorobenzo[h][1,6]naphthyridin-2(1H)-one

Product 1

HCID 461916921-(4-benzylphenyl)-9-(4-hydroxyphenyl)benzo[h][1,6]naphthyridin-2(1H)one

Sources & evidence

ORD record
ord-c9342229c1cf479c9c3675f5b5ec134a
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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