Sodium Azide → 2-[[(1R)-3-Azido-1-phenylpropyl]oxy]-4-bromo-5-fluorobenzonitrile

HRID 2179981Notes

Reaction equation

HRID 2179981 reaction equation
[Br:1][C:2]1[C:9]([F:10])=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:11][C@@H:12]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:13][CH2:14]Cl)[CH:3]=1.[N-:22]=[N+:23]=[N-:24].[Na+]>>[N:22]([CH2:14][CH2:13][C@@H:12]([O:11][C:4]1[CH:3]=[C:2]([Br:1])[C:9]([F:10])=[CH:8][C:5]=1[C:6]#[N:7])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[N+:23]=[N-:24]

Participants

3

Reactant 2

HCID 33557Sodium AzideHCID 697989324-Bromo-2-[[(1R)-3-chloro-1-phenylpropyl]oxy]-5-fluorobenzonitrile

Product 1

HCID 867597032-[[(1R)-3-Azido-1-phenylpropyl]oxy]-4-bromo-5-fluorobenzonitrile

Procedure

This was prepared by the method of Example 68(b) using 4-bromo-2-[[(1R)-3-chloro-1-phenylpropyl]oxy]-5-fluorobenzonitrile and sodium azide.

Workup

  1. customThis was prepared by the method of Example 68(b)

Sources & evidence

ORD record
ord-8c49e9c917f645d6bda97f6f556655c2
Source dataset
uspto-grants-2005_05
Patent number
US06887871B2

Reaction notes

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