2-Chloro-5-nitropyridine → HCID 66715594, compound

HRID 2271615Notes

Reaction equation

HRID 2271615 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[NH2:11][CH:12]1[CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13]1>>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][N:14]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13]2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 783082-Chloro-5-nitropyridineHCID 5458091-BOC-3-Aminopiperidine

Product 1

HCID 66715594HCID 66715594, compoundYield 37.2%

Procedure

Following General procedure H, 2-chloro-5-nitropyridine (500 mg, 3.1 mmol) was reacted with tert-butyl 3-aminopiperidine-1-carboxylate (695 mg, 3.5 mmol) followed by reduction to afford the desired product (337 mg, 35%) as a purple solid: ESI MS m/z 293 [C15H24N4O2+H]+.

Sources & evidence

ORD record
ord-128c530add3d4c48a3f901fe7f58bcd9
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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