Triethylamine → HCID 58386805, compound

HRID 1920154Notes

Reaction equation

HRID 1920154 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[F:11][C@H:12]1[CH2:17][CH2:16][NH:15][CH2:14][C@@H:13]1[NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22].C(N(CC)CC)C>C(O)C>[F:11][C@H:12]1[CH2:17][CH2:16][N:15]([C:2]2[CH:7]=[CH:6][N:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:14][C@@H:13]1[NH:18][C:19](=[O:25])[O:20][C:21]([CH3:23])([CH3:22])[CH3:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27357814-Chloro-3-nitropyridineHCID 594557591,1-Dimethylethyl N-[(3S,4S)-4-fluoro-3-piperidinyl]carbamate

Product 1

HCID 58386805HCID 58386805, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Method 1 of Example 1 was followed using 1 eq each of 4-chloro-3-nitropyridine, tert-butyl(3S,4S)-4-fluoropiperidin-3-ylcarbamate and triethylamine in ethanol yielding tert-butyl(3S,4S)-4-fluoro-1-(3-nitropyridin-4-yl)piperidin-3-ylcarbamate, (91%). LCMS (m/z): 341.0 (MH+); LC Rt=2.37 min.

Sources & evidence

ORD record
ord-c12d5c472f6e4f18b609ae42e6c383f0
Source dataset
uspto-grants-2012_05
Patent number
US08168794B2

Reaction notes

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