Acetate → 3-[3-(2-Methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-propionitrile

HRID 677518Notes

Reaction equation

HRID 677518 reaction equation
[Br:20][c:21]1[cH:22][cH:23][c:24]2[cH:25][n:26][c:27]([S:30][CH3:31])[n:28][n:29]12.[C:58]([O-:59])(=[O:60])[CH3:61].[C:63]([O-:64])(=[O:65])[CH3:66].[CH3:32][C:33]1([CH3:34])[C:35]([CH3:36])([CH3:37])[O:38][B:39]([c:40]2[cH:41][c:42]([CH2:46][CH2:47][C:48]#[N:49])[cH:43][cH:44][cH:45]2)[O:50]1.[CH3:67][CH2:68][O:69][CH2:70][CH3:71].[CH3:72][N:73]([CH3:74])[CH:75]=[O:76].[Na+:51].[Na+:52].[O-:53][C:54](=[O:55])[O-:56].[OH2:57].[Pd+2:62].[c:1]1([P:2]([c:3]2[cH:4][cH:5][cH:6][cH:7][cH:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][cH:17][cH:18][cH:19]1>>[c:21]1(-[c:40]2[cH:41][c:42]([CH2:46][CH2:47][C:48]#[N:49])[cH:43][cH:44][cH:45]2)[cH:22][cH:23][c:24]2[cH:25][n:26][c:27]([S:30][CH3:31])[n:28][n:29]12

Participants

11

Reactant 10

HCID 175Acetate2×HCID 923Sodium ion2×HCID 962WaterHCID 3283Diethyl EtherHCID 6228DimethylformamideHCID 11776TriphenylphosphineHCID 19660Carbonate IonHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 574161287-Bromo-2-(methylsulfanyl)pyrrolo[2,1-f][1,2,4]triazineHCID 592765613-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenepropanenitrile

Product 1

HCID 667119783-[3-(2-Methylsulfanyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-propionitrile

Sources & evidence

ORD record
ord-73090109dceb4e208bbb2e1f8458f978
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (3/10)

Reaction notes

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