5-Bromo-2-nitropyridine → HCID 67354938, compound

HRID 1850663Notes

Reaction equation

HRID 1850663 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:14]2[CH2:15][O:16][CH2:17][CH:9]1[CH2:10][NH:11][C:12](=[O:18])[CH2:13]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[C:20]1[CH:21]=[CH:22][C:23]([N+:26]([O-:28])=[O:27])=[N:24][CH:25]=1>>[C:1]([O:5][C:6]([N:8]1[CH:14]2[CH2:15][O:16][CH2:17][CH:9]1[CH2:10][N:11]([C:20]1[CH:25]=[N:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1)[C:12](=[O:18])[CH2:13]2)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 8176205-Bromo-2-nitropyridineHCID 68261538HCID 68261538, compound

Product 1

HCID 67354938HCID 67354938, compoundYield 60.2%

Procedure

Following general N—C coupling procedure 1, 4-Oxo-8-oxa-3,10-diaza-bicyclo[4.3. 1]decane-10-carboxylic acid tert-butyl ester (0.776 g, 3.03 mmol) was combined with 5-Bromo-2-nitro-pyridine (0.676 g, 3.33 mmol) which gave 3-(6-Nitro-pyridin-3-yl)-4-oxo-8-oxa-3,10-diaza-bicyclo[4.3.1]decane-10-carboxylic acid tert-butyl ester (0.69 g, 1.732) in 57.2 yield. MS m/z 379.4 (M+H)

Sources & evidence

ORD record
ord-67a3f1ad7a28489a9b3e233df78bd15e
Source dataset
uspto-grants-2015_02
Patent number
US08957074B2

Reaction notes

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