2-Chloro-5-nitropyridine → HCID 66715567, compound

HRID 2271616Notes

Reaction equation

HRID 2271616 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[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13]1>>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([NH:11][CH:12]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13]2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 783082-Chloro-5-nitropyridineHCID 27563701-Boc-3-aminopyrrolidine

Product 1

HCID 66715567HCID 66715567, compoundYield 47.2%

Procedure

Following General procedure H, 2-chloro-5-nitropyridine (500 mg, 3.1 mmol) was reacted with tert-butyl 3-aminopyrrolidine-1-carboxylate (632 mg, 3.5 mmol) followed by reduction to afford the desired product (407 mg, 47%) as a purple solid: ESI MS m/z 279 [C14H22N4O2+H]+.

Sources & evidence

ORD record
ord-105e065825654de28d50b2679477eb2f
Source dataset
uspto-grants-2015_09
Patent number
US09120749B2

Reaction notes

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