tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate → (3S)-tert-Butyl 4-(6-Aminopyridin-3-yl)-3-methylpiperazine-1-carboxylate

HRID 1411580Notes

Reaction equation

HRID 1411580 reaction equation
NC1N=CC(N2CCN(C(OC(C)(C)C)=O)CC2)=CC=1.[CH3:21][C@@H:22]1[N:27]([C:28]2[CH:29]=[N:30][C:31]([N+:34]([O-])=O)=[CH:32][CH:33]=2)[CH2:26][CH2:25][N:24]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:23]1>>[C:40]([O:39][C:37]([N:24]1[CH2:25][CH2:26][N:27]([C:28]2[CH:29]=[N:30][C:31]([NH2:34])=[CH:32][CH:33]=2)[C@@H:22]([CH3:21])[CH2:23]1)=[O:38])([CH3:43])([CH3:41])[CH3:42]

Participants

3

Reactant 2

HCID 11737525tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylateHCID 86683728tert-butyl (3S)-3-methyl-4-(6-nitropyridin-3-yl)piperazine-1-carboxylate

Product 1

HCID 86683730(3S)-tert-Butyl 4-(6-Aminopyridin-3-yl)-3-methylpiperazine-1-carboxylateYield 96%

Procedure

Following the procedures as described for compound 101h, hydrogenation of 130a (5.8 g) afforded 130b as a brown solid (4.9 g, 96%). LCMS: [M+H]+ 293

Sources & evidence

ORD record
ord-34c869a2b35c43aeaf72129bc00e5e81
Source dataset
uspto-grants-2014_12
Patent number
US08921353B2

Reaction notes

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