Potassium Cation → 6-[4-(2-hydroxyethoxy)-3-(trifluoromethyl)phenyl]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

HRID 1126843Notes

Reaction equation

HRID 1126843 reaction equation
[CH3:65][CH2:66][O:67][C:68](=[O:69])[CH3:70].[CH:31]1([P:32]([CH:33]2[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]2)[CH:39]2[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44]2)[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49]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+:55].[K+:56].[K+:57].[O:109]=[C:110]([CH:111]=[CH:112][c:113]1[cH:114][cH:115][cH:116][cH:117][cH:118]1)[CH:119]=[CH:120][c:121]1[cH:122][cH:123][cH:124][cH:125][cH:126]1.[O:58]1[CH2:59][CH2:60][O:61][CH2:62][CH2:63]1.[O:73]=[C:74]([CH:75]=[CH:76][c:77]1[cH:78][cH:79][cH:80][cH:81][cH:82]1)[CH:83]=[CH:84][c:85]1[cH:86][cH:87][cH:88][cH:89][cH:90]1.[O:91]=[C:92]([CH:93]=[CH:94][c:95]1[cH:96][cH:97][cH:98][cH:99][cH:100]1)[CH:101]=[CH:102][c:103]1[cH:104][cH:105][cH:106][cH:107][cH:108]1.[OH2:64].[OH:14][CH2:15][CH2:16][O:17][c:18]1[c:19]([C:27]([F:28])([F:29])[F:30])[cH:20][c:21]([B:24]([OH:25])[OH:26])[cH:22][cH:23]1.[P:50]([O-:51])([O-:52])([O-:53])=[O:54].[Pd:71].[Pd:72]>>[c:2]1(-[c:21]2[cH:20][c:19]([C:27]([F:28])([F:29])[F:30])[c:18]([O:17][CH2:16][CH2:15][OH:14])[cH:23][cH:22]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 576575404-(2-Hydroxyethoxy)-3-(trifluoromethyl)phenylboronic acid

Product 1

HCID 576575466-[4-(2-hydroxyethoxy)-3-(trifluoromethyl)phenyl]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

Sources & evidence

ORD record
ord-75531ceba3104f5395e94740ec65dd19
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (7/10)

Reaction notes

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