Potassium Cation → 6-[4-(3-Hydroxypropoxy)-3-(trifluoromethyl)-phenyl]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

HRID 2341311Notes

Reaction equation

HRID 2341311 reaction equation
[CH3:66][CH2:67][O:68][C:69](=[O:70])[CH3:71].[CH:32]1([P:33]([CH:34]2[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]2)[CH:40]2[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45]2)[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50]1.[Cl:1][c:2]1[cH:3][c:4]2[c:5]([c:6]([C:8]#[N:9])[n:7]1)[n:10][cH:11][n:12]2[CH3:13].[K+:56].[K+:57].[K+:58].[O:110]=[C:111]([CH:112]=[CH:113][c:114]1[cH:115][cH:116][cH:117][cH:118][cH:119]1)[CH:120]=[CH:121][c:122]1[cH:123][cH:124][cH:125][cH:126][cH:127]1.[O:59]1[CH2:60][CH2:61][O:62][CH2:63][CH2:64]1.[O:74]=[C:75]([CH:76]=[CH:77][c:78]1[cH:79][cH:80][cH:81][cH:82][cH:83]1)[CH:84]=[CH:85][c:86]1[cH:87][cH:88][cH:89][cH:90][cH:91]1.[O:92]=[C:93]([CH:94]=[CH:95][c:96]1[cH:97][cH:98][cH:99][cH:100][cH:101]1)[CH:102]=[CH:103][c:104]1[cH:105][cH:106][cH:107][cH:108][cH:109]1.[OH2:65].[OH:14][CH2:15][CH2:16][CH2:17][O:18][c:19]1[c:20]([C:28]([F:29])([F:30])[F:31])[cH:21][c:22]([B:25]([OH:26])[OH:27])[cH:23][cH:24]1.[P:51]([O-:52])([O-:53])([O-:54])=[O:55].[Pd:72].[Pd:73]>>[c:2]1(-[c:22]2[cH:21][c:20]([C:28]([F:29])([F:30])[F:31])[c:19]([O:18][CH2:17][CH2:16][CH2:15][OH:14])[cH:24][cH:23]2)[cH:3][c:4]2[c:5]([c:6]([C:8]#[N:9])[n:7]1)[n:10][cH:11][n:12]2[CH3:13]

Participants

11

Reactant 10

HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 8857Ethyl AcetateHCID 23938Palladium2×HCID 312751,4-DioxaneHCID 75806TricyclohexylphosphineHCID 95417Dibenzylidene acetone3×HCID 576575346-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrileHCID 576575354-(3-Hydroxypropoxy)-3-(trifluoromethyl)phenylboronic acid

Product 1

HCID 576575376-[4-(3-Hydroxypropoxy)-3-(trifluoromethyl)-phenyl]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Sources & evidence

ORD record
ord-7299edd0ea6146b788877116f671ab75
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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