Acetate → Tert-butyl 3-((2-(5-cyanopyrazin-2-ylamino)-5-nitropyridin-4-ylamino)methyl)piperidine-1-carboxylate

HRID 1208621Notes

Reaction equation

HRID 1208621 reaction equation
[Br:16][c:17]1[n:18][cH:19][c:20]([N+:38](=[O:39])[O-:40])[c:21]([NH:23][CH2:24][CH:25]2[CH2:26][N:27]([C:31](=[O:32])[O:33][C:34]([CH3:35])([CH3:36])[CH3:37])[CH2:28][CH2:29][CH2:30]2)[cH:22]1.[CH3:10][C:11]([CH3:12])([O-:13])[CH3:14].[CH3:46][c:47]1[cH:48][cH:49][cH:50][cH:51][cH:52]1.[NH2:1][c:2]1[n:3][cH:4][c:5]([C:8]#[N:9])[n:6][cH:7]1.[Na+:15].[O-:54][C:55]([CH3:56])=[O:57].[O-:58][C:59]([CH3:60])=[O:61].[O:41]=[CH:42][N:43]([CH3:44])[CH3:45].[Pd+2:53]>>[NH:1]([c:2]1[n:3][cH:4][c:5]([C:8]#[N:9])[n:6][cH:7]1)[c:17]1[n:18][cH:19][c:20]([N+:38](=[O:39])[O-:40])[c:21]([NH:23][CH2:24][CH:25]2[CH2:26][N:27]([C:31](=[O:32])[O:33][C:34]([CH3:35])([CH3:36])[CH3:37])[CH2:28][CH2:29][CH2:30]2)[cH:22]1

Participants

9

Reactant 8

HCID 175Acetate2×HCID 923Sodium ionHCID 1140TolueneHCID 6228DimethylformamideHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 45749132-Methylpropan-2-olateHCID 139252945-Aminopyrazine-2-carbonitrileHCID 59613413Tert-butyl 3-((2-bromo-5-nitropyridin-4-ylamino)methyl)piperidine-1-carboxylate

Product 1

HCID 66745665Tert-butyl 3-((2-(5-cyanopyrazin-2-ylamino)-5-nitropyridin-4-ylamino)methyl)piperidine-1-carboxylate

Sources & evidence

ORD record
ord-b8508239c90c4918803941429a45c491
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (5/10)

Reaction notes

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