Acetate → 2,2-dimethyl-1-[2-phenoxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one

HRID 140608Notes

Reaction equation

HRID 140608 reaction equation
[Br:1][c:2]1[n:3][c:4]2[c:5]([n:6][cH:7]1)[n:8]([CH2:17][O:18][CH2:19][CH2:20][Si:21]([CH3:22])([CH3:23])[CH3:24])[cH:9][c:10]2[C:11]([C:12]([CH3:13])([CH3:14])[CH3:15])=[O:16].[C:40]([P:41]([C:42]([CH3:43])([CH3:44])[CH3:45])[c:46]1[cH:47][cH:48][cH:49][cH:50][c:51]1-[c:52]1[cH:53][cH:54][cH:55][cH:56][c:57]1[N:58]([CH3:59])[CH3:60])([CH3:61])([CH3:62])[CH3:63].[CH3:64][c:65]1[cH:66][cH:67][cH:68][cH:69][cH:70]1.[K+:37].[K+:38].[K+:39].[O-:72][C:73]([CH3:74])=[O:75].[O-:76][C:77]([CH3:78])=[O:79].[OH:25][c:26]1[cH:27][cH:28][cH:29][cH:30][cH:31]1.[P:32]([O-:33])([O-:34])([O-:35])=[O:36].[Pd+2:71]>>[c:2]1([O:25][c:26]2[cH:27][cH:28][cH:29][cH:30][cH:31]2)[n:3][c:4]2[c:5]([n:6][cH:7]1)[n:8]([CH2:17][O:18][CH2:19][CH2:20][Si:21]([CH3:22])([CH3:23])[CH3:24])[cH:9][c:10]2[C:11]([C:12]([CH3:13])([CH3:14])[CH3:15])=[O:16]

Participants

9

Reactant 8

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 996PhenolHCID 1061PhosphateHCID 1140TolueneHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 27349362-Di-tert-butylphosphino-2'-(N,N-dimethylamino)biphenylHCID 578292211-(2-bromo-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-yl)-2,2-dimethylpropane-1-one

Product 1

HCID 578310492,2-dimethyl-1-[2-phenoxy-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one

Sources & evidence

ORD record
ord-c5d0a6cdce984d78a4a8cf94c7f0aa6c
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (9/10)

Reaction notes

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