5-Bromo-2-nitropyridine → HCID 67354818, compound

HRID 627428Notes

Reaction equation

HRID 627428 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:12]2([CH2:16][CH2:15][NH:14][C:13]2=[O:17])[CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:19]1[CH:20]=[CH:21][C:22]([N+:25]([O-:27])=[O:26])=[N:23][CH:24]=1>>[C:1]([O:5][C:6]([N:8]1[C:12]2([CH2:16][CH2:15][N:14]([C:19]3[CH:24]=[N:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=3)[C:13]2=[O:17])[CH2:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 8176205-Bromo-2-nitropyridineHCID 49760540tert-Butyl 6-oxo-1,7-diazaspiro[4.4]nonane-1-carboxylate

Product 1

HCID 67354818HCID 67354818, compoundYield 79.1%

Procedure

Following general N—C coupling procedure 1, 6-oxo-1,7-diaza-spiro[4,4]nonan-1-carboxylic acid tert-butyl ester (1.3 g, 5.41 mmol) was combined with 5-bromo-2-nitropyridine (1.10 g, 5.41 mmol) which gave 7-(6-nitro-pyridin-3-yl)-6-oxo-1,7-diaza-spiro[4,4]nonane-1-carboxylic acid tert-butyl ester (1.55 g) in 79% yield.

Sources & evidence

ORD record
ord-d38b419b977d4687b24f52984ad7db88
Source dataset
uspto-grants-2016_04
Patent number
US09309252B2

Reaction notes

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