2-Chloro-5-nitropyridine → Tert-butyl 1-(5-aminopyridin-2-yl)pyrrolidin-3-ylcarbamate

HRID 1354761Notes

Reaction equation

HRID 1354761 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][N:3]=1.[NH:11]1[CH2:15][CH2:14][C@@H:13]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:12]1>>[NH2:8][C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:15][CH2:14][CH:13]([NH:16][C:17](=[O:23])[O:18][C:19]([CH3:21])([CH3:20])[CH3:22])[CH2:12]2)=[N:3][CH:4]=1

Participants

3

Reactant 2

HCID 783082-Chloro-5-nitropyridineHCID 1514397(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine

Product 1

HCID 53470939Tert-butyl 1-(5-aminopyridin-2-yl)pyrrolidin-3-ylcarbamate

Procedure

2-Chloro-5-nitropyridine was treated with tert-butyl (R)-(+)-pyrrolidin-3-ylcarbamate and subsequently hydrogenated by method C-c. This resulted in the product with the molecular weight of 278.36 (C14H22N4O2); MS (ESI): 279 (M+H+).

Workup

  1. customThis resulted in the product with the molecular weight of 278.36 (C14H22N4O2)

Sources & evidence

ORD record
ord-ca905e908a3b42a4b0ad7e779f63673c
Source dataset
uspto-grants-2007_05
Patent number
US07223788B2

Reaction notes

Loading…