Dimethylformamide → 6-(6-(1-(Tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl)pyridin-3-yl)-4-(tetrahydro-2H-pyran-4-yl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-one
Reaction equation
[Br:22][c:23]1[cH:24][cH:25][c:26](-[c:29]2[n:30][n:31]([CH:34]3[O:35][CH2:36][CH2:37][CH2:38][CH2:39]3)[cH:32][n:33]2)[n:27][cH:28]1.[CH3:125][N:126]([CH3:127])[CH:128]=[O:129].[CH3:62][CH2:63][N:64]([CH2:65][CH3:66])[CH2:67][CH3:68].[O:107]=[C:108]([CH:109]=[CH:110][c:111]1[cH:112][cH:113][cH:114][cH:115][cH:116]1)[CH:117]=[CH:118][c:119]1[cH:120][cH:121][cH:122][cH:123][cH:124]1.[O:1]1[CH2:2][CH2:3][CH:4]([N:7]2[CH2:8][C:9](=[O:21])[NH:10][c:11]3[n:12][cH:13][c:14]([Sn:17]([CH3:18])([CH3:19])[CH3:20])[n:15][c:16]32)[CH2:5][CH2:6]1.[O:71]=[C:72]([CH:73]=[CH:74][c:75]1[cH:76][cH:77][cH:78][cH:79][cH:80]1)[CH:81]=[CH:82][c:83]1[cH:84][cH:85][cH:86][cH:87][cH:88]1.[O:89]=[C:90]([CH:91]=[CH:92][c:93]1[cH:94][cH:95][cH:96][cH:97][cH:98]1)[CH:99]=[CH:100][c:101]1[cH:102][cH:103][cH:104][cH:105][cH:106]1.[Pd:69].[Pd:70].[c:40]1([CH3:41])[cH:42][cH:43][cH:44][cH:45][c:46]1[P:47]([c:48]1[cH:49][cH:50][cH:51][cH:52][c:53]1[CH3:54])[c:55]1[cH:56][cH:57][cH:58][cH:59][c:60]1[CH3:61]>>[O:1]1[CH2:2][CH2:3][CH:4]([N:7]2[CH2:8][C:9](=[O:21])[NH:10][c:11]3[n:12][cH:13][c:14](-[c:23]4[cH:24][cH:25][c:26](-[c:29]5[n:30][n:31]([CH:34]6[O:35][CH2:36][CH2:37][CH2:38][CH2:39]6)[cH:32][n:33]5)[n:27][cH:28]4)[n:15][c:16]32)[CH2:5][CH2:6]1Participants
8
Reactant 7
HCID 6228Dimethylformamide
HCID 8471Triethylamine
HCID 23938Palladium2×
HCID 80271Tri-o-tolylphosphine
HCID 95417Dibenzylidene acetone3×
HCID 582983155-bromo-2-(1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl)pyridine
HCID 666070994-(tetrahydro-2H-pyran-4-yl)-6-(trimethylstannyl)-3,4-dihydropyrazino[2,3-b]pyrazin-2(1H)-oneProduct 1
Sources & evidence
- ORD record
- ord-073a002e401e4828a719cc11df158e13
- Source dataset
- Training data from https://doi.org/10.1039/C8SC04228D (6/10)
Reaction notes
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