Selectfluor → HCID 86703156, compound

HRID 2204350Notes

Reaction equation

HRID 2204350 reaction equation
[B-](F)(F)(F)F.[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+]([F:21])(CC2)C1.[C:22]([O:26][C:27](=[O:36])[NH:28][C:29]1[N:30]([CH3:35])[N:31]=[C:32]([CH3:34])[CH:33]=1)([CH3:25])([CH3:24])[CH3:23]>C(Cl)Cl.CN(C=O)C>[C:22]([O:26][C:27](=[O:36])[NH:28][C:29]1[N:30]([CH3:35])[N:31]=[C:32]([CH3:34])[C:33]=1[F:21])([CH3:25])([CH3:24])[CH3:23]

Participants

5

Reactant 2

HCID 2724933SelectfluorHCID 107860321HCID 107860321, compound

Product 1

HCID 86703156HCID 86703156, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

Selectfluor® [140681-55-6] (66 mmol) was added portionwise to a solution of (2,5-dimethyl-2H-pyrazol-3-yl)-carbamic acid tert-butyl ester [1246552-45-3] (32.7 mmol) in CH2Cl2 (800 mL) and DMF (800 mL) at 0° C. and then the reaction was warmed to rt. After 1 h, the mixture was quenched with H2O and extracted with CH2Cl2. The organic phase was dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep® silica gel column to afford the title compound. ESI-MS: tR=0.83 min, [M+H]+ 230 (LC-MS 1).

Workup

  1. customthe mixture was quenched with H2O
  2. extractionextracted with CH2Cl2
  3. dry with materialThe organic phase was dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified

Sources & evidence

ORD record
ord-73c2ac94261a4b71a0326fde25bf875c
Source dataset
uspto-grants-2016_06
Patent number
US09365576B2

Reaction notes

Loading…