Tetrahydrofuran → 4-Fluoro-3-(1-methyl-1H-pyrazolo[3,4-c]pyridin-4-ylethynyl)-phenylamine

HRID 94479Notes

Reaction equation

HRID 94479 reaction equation
[Br:1][c:2]1[c:3]2[c:4]([cH:5][n:6][cH:7]1)[n:8]([CH3:11])[n:9][cH:10]2.[CH2:27]([N+:28]([CH2:29][CH2:30][CH2:31][CH3:32])([CH2:33][CH2:34][CH2:35][CH3:36])[CH2:37][CH2:38][CH2:39][CH3:40])[CH2:41][CH2:42][CH3:43].[CH2:44]1[O:45][CH2:46][CH2:47][CH2:48]1.[Cu:90][I:91].[F-:26].[F:12][c:13]1[c:14]([C:20]#[C:21][Si:22]([CH3:23])([CH3:24])[CH3:25])[cH:15][c:16]([NH2:19])[cH:17][cH:18]1.[Pd:49]([Cl:50])[Cl:51].[c:52]1([P:53]([c:54]2[cH:55][cH:56][cH:57][cH:58][cH:59]2)[c:60]2[cH:61][cH:62][cH:63][cH:64][cH:65]2)[cH:66][cH:67][cH:68][cH:69][cH:70]1.[c:71]1([P:72]([c:73]2[cH:74][cH:75][cH:76][cH:77][cH:78]2)[c:79]2[cH:80][cH:81][cH:82][cH:83][cH:84]2)[cH:85][cH:86][cH:87][cH:88][cH:89]1>>[c:2]1([C:21]#[C:20][c:14]2[c:13]([F:12])[cH:18][cH:17][c:16]([NH2:19])[cH:15]2)[c:3]2[c:4]([cH:5][n:6][cH:7]1)[n:8]([CH3:11])[n:9][cH:10]2

Participants

9

Reactant 8

HCID 8028TetrahydrofuranHCID 11776Triphenylphosphine2×HCID 16028TetrabutylammoniumHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 28179Fluoride IonHCID 126873584-Fluoro-3-((trimethylsilyl)ethynyl)anilineHCID 576069364-Bromo-1-methyl-1H-pyrazolo(3,4-c)pyridine

Product 1

HCID 595364404-Fluoro-3-(1-methyl-1H-pyrazolo[3,4-c]pyridin-4-ylethynyl)-phenylamine

Sources & evidence

ORD record
ord-71176557bd354d79ad2d80742aab6441
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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