Potassium Cation → 4-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile

HRID 2346089Notes

Reaction equation

HRID 2346089 reaction equation
[B-:30]([F:31])([F:32])([F:33])[F:34].[Br:1][c:2]1[cH:3][c:4]([O:13][CH3:14])[c:5]2[n:6]([cH:7]1)[n:8][cH:9][c:10]2[C:11]#[N:12].[C:35]([PH+:36]([C:37]([CH3:38])([CH3:39])[CH3:40])[C:41]([CH3:42])([CH3:43])[CH3:44])([CH3:45])([CH3:46])[CH3:47].[CH3:15][n:16]1[n:17][cH:18][c:19]([B:21]2[O:22][C:23]([CH3:24])([CH3:25])[C:26]([CH3:27])([CH3:28])[O:29]2)[cH:20]1.[CH3:55][CH2:56][O:57][C:58](=[O:59])[CH3:60].[F-:48].[K+:49].[O:50]=[CH:51][N:52]([CH3:53])[CH3:54].[O:63]=[C:64]([CH:65]=[CH:66][c:67]1[cH:68][cH:69][cH:70][cH:71][cH:72]1)[CH:73]=[CH:74][c:75]1[cH:76][cH:77][cH:78][cH:79][cH:80]1.[O:81]=[C:82]([CH:83]=[CH:84][c:85]1[cH:86][cH:87][cH:88][cH:89][cH:90]1)[CH:91]=[CH:92][c:93]1[cH:94][cH:95][cH:96][cH:97][cH:98]1.[O:99]=[C:100]([CH:101]=[CH:102][c:103]1[cH:104][cH:105][cH:106][cH:107][cH:108]1)[CH:109]=[CH:110][c:111]1[cH:112][cH:113][cH:114][cH:115][cH:116]1.[Pd:61].[Pd:62]>>[c:2]1(-[c:19]2[cH:18][n:17][n:16]([CH3:15])[cH:20]2)[cH:3][c:4]([O:13][CH3:14])[c:5]2[n:6]([cH:7]1)[n:8][cH:9][c:10]2[C:11]#[N:12]

Participants

11

Reactant 10

HCID 813Potassium CationHCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 23938Palladium2×HCID 26255TetrafluoroborateHCID 28179Fluoride IonHCID 95417Dibenzylidene acetone3×HCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 4060964Tri-t-butylphosphoniumHCID 584048986-Bromo-4-methoxypyrazolo[1,5-a]pyridine-3-carbonitrile

Product 1

HCID 672075884-methoxy-6-(1-methyl-1H-pyrazol-4-yl)pyrazolo[1,5-a]pyridine-3-carbonitrile

Sources & evidence

ORD record
ord-ef4e548da0fe463682643d41ef73cf15
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (10/10)

Reaction notes

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