4-Chloro-3-nitropyridine → HCID 131729685, compound

HRID 1920185Notes

Reaction equation

[Si:1]([O:8][CH2:9][C@H:10]1[CH2:15][NH:14][CH2:13][C@@H:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:11]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].Cl[C:25]1[CH:30]=[CH:29][N:28]=[CH:27][C:26]=1[N+:31]([O-:33])=[O:32]>>[Si:1]([O:8][CH2:9][C@H:10]1[CH2:15][N:14]([C:25]2[CH:30]=[CH:29][N:28]=[CH:27][C:26]=2[N+:31]([O-:33])=[O:32])[CH2:13][C@@H:12]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:11]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 27357814-Chloro-3-nitropyridine

HCID 131729686HCID 131729686, compound

Product 1

HCID 131729685HCID 131729685, compound

Procedure

Method 1 was followed using cis(+/−)-tert-butyl 5-((tert-butyldimethylsilyloxy)methyl)piperidin-3-ylcarbamate and 4-chloro-3-nitropyridine yielding cis(+/−)-tert-butyl 5-((tert-butyldimethylsilyloxy)methyl)-1-(3-nitropyridin-4-yl)-piperidin-3-ylcarbamate. LCMS (m/z): 467.0 (MH+); LC Rt=4.02 min.

Sources & evidence

ORD record: ord-558a214117464c519223376ee10c6d36
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08168794B2

Reaction notes

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