Acetate → 5-(But-1-yn-1-yl)-7-fluoro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

HRID 134713Notes

Reaction equation

HRID 134713 reaction equation
[Br:1][c:2]1[cH:3][c:4]2[cH:5][n:6][n:7]([CH:12]3[O:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[c:8]2[c:9]([F:11])[cH:10]1.[C:24](#[C:25][CH2:26][CH3:27])[Si:28]([CH3:29])([CH3:30])[CH3:31].[CH3:34][CH2:35][O:36][C:37]([CH3:38])=[O:39].[Cu:41][I:42].[Fe+2:88].[K+:18].[K+:19].[N:32]#[N:33].[O-:20][C:21]([O-:22])=[O:23].[O-:44][C:45]([CH3:46])=[O:47].[O-:48][C:49]([CH3:50])=[O:51].[OH2:40].[Pd+2:43].[cH:52]1[cH:53][cH:54][c:55]([P:56]([c:57]2[cH:58][cH:59][cH:60][cH:61][cH:62]2)[c-:63]2[cH:64][cH:65][cH:66][cH:67]2)[cH:68][cH:69]1.[cH:70]1[cH:71][cH:72][c:73]([P:74]([c:75]2[cH:76][cH:77][cH:78][cH:79][cH:80]2)[c-:81]2[cH:82][cH:83][cH:84][cH:85]2)[cH:86][cH:87]1>>[c:2]1([C:24]#[C:25][CH2:26][CH3:27])[cH:3][c:4]2[cH:5][n:6][n:7]([CH:12]3[O:13][CH2:14][CH2:15][CH2:16][CH2:17]3)[c:8]2[c:9]([F:11])[cH:10]1

Participants

13

Reactant 12

HCID 175Acetate2×HCID 813Potassium Cation2×HCID 947NitrogenHCID 962WaterHCID 8857Ethyl AcetateHCID 19660Carbonate IonHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 27284Ferrous cationHCID 439261-ButynyltrimethylsilaneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 667932045-bromo-7-fluoro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazoleHCID 178420532HCID 178420532, compound2×

Product 1

HCID 667933445-(But-1-yn-1-yl)-7-fluoro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Sources & evidence

ORD record
ord-0937b935ce0b48d7bd5c9300d2fb47b5
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

Loading…