HCID 68430788, compound → HCID 86600859, compound

HRID 1372461Notes

Reaction equation

HRID 1372461 reaction equation
Br[C@H:2]([C@H:17]([C:19]1[CH:24]=[CH:23][C:22]([Br:25])=[CH:21][CH:20]=1)[CH3:18])[C:3]([N:5]1[C@H:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][O:7][C:6]1=[O:16])=[O:4].[N-:26]=[N+:27]=[N-:28].CN(C)C(=[NH2+])N(C)C>C(#N)C>[N:26]([C@@H:2]([C@H:17]([C:19]1[CH:24]=[CH:23][C:22]([Br:25])=[CH:21][CH:20]=1)[CH3:18])[C:3]([N:5]1[C@H:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8][O:7][C:6]1=[O:16])=[O:4])=[N+:27]=[N-:28]

Participants

4

Reactant 2

HCID 68430788HCID 68430788, compoundHCID 178484365HCID 178484365, compound

Product 1

HCID 86600859HCID 86600859, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of the product from Step C (2.71 g, 6.39 mmol) in acetonitrile (40 mL) was added tetramethylguanidinium azide (3.51 g, 22.2 mmol). The reaction was stirred at room temperature for 12 h. The solid was filtered off, and the filtrate was evaporated. The crude product was purified by flash chromatography (83:17 hexanes/ethyl acetate) to give the desired product.

Workup

  1. filtrationThe solid was filtered off
  2. customthe filtrate was evaporated
  3. customThe crude product was purified by flash chromatography (83:17 hexanes/ethyl acetate)

Sources & evidence

ORD record
ord-5d3960ee46c64d6d8a576884fe64b9cb
Source dataset
uspto-grants-2007_01
Patent number
US07157490B2

Reaction notes

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