Sodium Azide → HCID 136149990, compound

HRID 2263429Notes

Reaction equation

HRID 2263429 reaction equation
Br[CH2:2][C:3]1[N:4]=[C:5]([C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=2)[S:6][C:7]=1[CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[NH:20][C:19](=[O:21])[O:18][N:17]=2)=[C:12]([F:22])[CH:11]=1.[N-:33]=[N+:34]=[N-:35].[Na+]>CN(C)C=O>[N:33]([CH2:2][C:3]1[N:4]=[C:5]([C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=2)[S:6][C:7]=1[CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[NH:20][C:19](=[O:21])[O:18][N:17]=2)=[C:12]([F:22])[CH:11]=1)=[N+:34]=[N-:35]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 136149952HCID 136149952, compound

Product 1

HCID 136149990HCID 136149990, compoundYield 100.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 126 mg of 3-{4-[4-bromomethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-fluoro-phenyl}-4H-[1,2,4]oxadiazol-5-one in 1.3 mL of dimethylformamide was added 43.5 mg of sodium azide. The resulting solution was stirred for 5 h and then concentrated under reduced pressure to give 118 mg of 3-{4-[4-azidomethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-fluoro-phenyl}-4H-1,2,4-oxadiazol-5-one which was used in the next step without further purification.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bcc7c5dca3134309aa1a6c8e643b87cd
Source dataset
uspto-grants-2010_12
Patent number
US07851493B2

Reaction notes

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