Tetrahydrofuran → 5-(3-Cyclopropylprop-1-yn-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

HRID 105408Notes

Reaction equation

HRID 105408 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[cH:5][n:6][n:7]([CH:11]3[O:12][CH2:13][CH2:14][CH2:15][CH2:16]3)[c:8]2[cH:9][cH:10]1.[CH2:101]1[O:102][CH2:103][CH2:104][CH2:105]1.[CH2:18]([N+:19]([CH2:20][CH2:21][CH2:22][CH3:23])([CH2:24][CH2:25][CH2:26][CH3:27])[CH2:28][CH2:29][CH2:30][CH3:31])[CH2:32][CH2:33][CH3:34].[CH3:35][CH2:36][N:37]([CH2:38][CH3:39])[CH2:40][CH3:41].[CH3:52][CH2:53][O:54][C:55]([CH3:56])=[O:57].[CH:42]1([CH2:45][C:46]#[C:47][Si:48]([CH3:49])([CH3:50])[CH3:51])[CH2:43][CH2:44]1.[Cu:99][I:100].[F-:17].[Pd:58]([Cl:59])[Cl:60].[c:61]1([P:62]([c:63]2[cH:64][cH:65][cH:66][cH:67][cH:68]2)[c:69]2[cH:70][cH:71][cH:72][cH:73][cH:74]2)[cH:75][cH:76][cH:77][cH:78][cH:79]1.[c:80]1([P:81]([c:82]2[cH:83][cH:84][cH:85][cH:86][cH:87]2)[c:88]2[cH:89][cH:90][cH:91][cH:92][cH:93]2)[cH:94][cH:95][cH:96][cH:97][cH:98]1>>[c:2]1([C:47]#[C:46][CH2:45][CH:42]2[CH2:43][CH2:44]2)[cH:3][c:4]2[cH:5][n:6][n:7]([CH:11]3[O:12][CH2:13][CH2:14][CH2:15][CH2:16]3)[c:8]2[cH:9][cH:10]1

Participants

11

Reactant 10

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 11776Triphenylphosphine2×HCID 16028TetrabutylammoniumHCID 24290Palladium ChlorideHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 28179Fluoride IonHCID 534338265-bromo-1-(oxan-2-yl)-1H-indazoleHCID 57245312(3-Cyclopropylprop-1-yn-1-yl)trimethylsilane

Product 1

HCID 667933395-(3-Cyclopropylprop-1-yn-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Sources & evidence

ORD record
ord-e36e9f2863214f9c819bf5394f9c85c2
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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