Sodium Azide → 4-Azido-5-bromo-pyridine-3-carbaldehyde

HRID 626725Notes

Reaction equation

HRID 626725 reaction equation
[N:1]([C:4]1[C:9](Cl)=[CH:8][N:7]=[CH:6][C:5]=1[CH:11]=[O:12])=[N+:2]=[N-:3].[Br:13]C1C(Cl)=C(C=O)C=NC=1.[N-]=[N+]=[N-].[Na+]>>[N:1]([C:4]1[C:9]([Br:13])=[CH:8][N:7]=[CH:6][C:5]=1[CH:11]=[O:12])=[N+:2]=[N-:3]

Participants

4

Reactant 3

HCID 33557Sodium AzideHCID 717423075-Bromo-4-chloropyridine-3-carbaldehydeHCID 866970494-Azido-5-chloropyridine-3-carbaldehyde

Product 1

HCID 866970574-Azido-5-bromo-pyridine-3-carbaldehydeYield 83%

Procedure

Following the procedure described for 4-azido-5-chloro-pyridine-3-carbaldehyde, 5-bromo-4-chloropyridine-3-carbaldehyde and sodium azide were reacted to afford the title compound as a pale yellow solid (3.18 g, 83% yield). 1H NMR (400 MHz, CDCl3): δ 10.30 (s, 1H), 8.85 (s, 1H), 8.79 (s, 1H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-ebc86967ac0a4a35accf5e09416a2f42
Source dataset
uspto-grants-2016_04
Patent number
US09309240B2

Reaction notes

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