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

HRID 1549593Notes

Reaction equation

HRID 1549593 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.[CH2:26]([N+:27]([CH2:28][CH2:29][CH2:30][CH3:31])([CH2:32][CH2:33][CH2:34][CH3:35])[CH2:36][CH2:37][CH2:38][CH3:39])[CH2:40][CH2:41][CH3:42].[CH2:43]1[O:44][CH2:45][CH2:46][CH2:47]1.[CH3:12][Si:13]([CH3:14])([CH3:15])[C:16]#[C:17][c:18]1[cH:19][c:20]([NH2:24])[cH:21][cH:22][cH:23]1.[Cu:89][I:90].[F-:25].[Pd:48]([Cl:49])[Cl:50].[c:51]1([P:52]([c:53]2[cH:54][cH:55][cH:56][cH:57][cH:58]2)[c:59]2[cH:60][cH:61][cH:62][cH:63][cH:64]2)[cH:65][cH:66][cH:67][cH:68][cH:69]1.[c:70]1([P:71]([c:72]2[cH:73][cH:74][cH:75][cH:76][cH:77]2)[c:78]2[cH:79][cH:80][cH:81][cH:82][cH:83]2)[cH:84][cH:85][cH:86][cH:87][cH:88]1>>[c:2]1([C:16]#[C:17][c:18]2[cH:19][c:20]([NH2:24])[cH:21][cH:22][cH:23]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 111597943-[2-(Trimethylsilyl)ethynyl]anilineHCID 576069364-Bromo-1-methyl-1H-pyrazolo(3,4-c)pyridine

Product 1

HCID 595364393-(1-Methyl-1H-pyrazolo[3,4-c]pyridin-4-ylethynyl)-phenylamine

Sources & evidence

ORD record
ord-927d45d516bd40efa939d5751bedc561
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (1/10)

Reaction notes

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