Sodium Azide → HCID 66801981, compound

HRID 1844062Notes

Reaction equation

HRID 1844062 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[C:11]([F:14])([F:13])[F:12])[C:7](=[O:15])[CH2:6][CH2:5]2.[N-:16]=[N+]=[N-].[Na+]>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[C:11]([F:14])([F:13])[F:12])[C:7](=[O:15])[NH:16][CH2:6][CH2:5]2

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 66803491HCID 66803491, compound

Product 1

HCID 66801981HCID 66801981, compoundYield 54.8%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

5-Chloro-6-(trifluoromethyl)-2,3-dihydro-1H-inden-1-one (I-85d: 600 mg, 2.5575 mmol) in TFA (25 mL) was reacted with sodium azide (549 mg, 8.439 mmol) for 5 hours at 80° C. Purification by column chromatography on silica gel (1% methanol in CHCl3), afforded 350 mg of the product (54.8% yield).

Workup

  1. customPurification by column chromatography on silica gel (1% methanol in CHCl3)

Sources & evidence

ORD record
ord-178e550a38504d97a875d443bbea3512
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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