Selectfluor → HCID 11684324, compound

HRID 1866213Notes

Reaction equation

HRID 1866213 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:13]3[CH:14]=[CH:15][C:16]([O:18][C:19]4[CH:20]=[C:21]([CH:29]=[CH:30][CH:31]=4)[O:22][CH:23]([CH2:27][CH3:28])[C:24]([OH:26])=[O:25])=[CH:17][C:12]=3[O:11][N:10]=2)=[CH:5][CH:4]=1.[B-](F)(F)(F)[F:35].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(#N)C>[F:35][C:20]1[C:19]([O:18][C:16]2[CH:15]=[CH:14][C:13]3[C:9]([C:6]4[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:32])[F:33])=[CH:8][CH:7]=4)=[N:10][O:11][C:12]=3[CH:17]=2)=[CH:31][CH:30]=[CH:29][C:21]=1[O:22][CH:23]([CH2:27][CH3:28])[C:24]([OH:26])=[O:25]

Participants

4

Reactant 2

HCID 2724933SelectfluorHCID 11712229HCID 11712229, compound

Product 1

HCID 11684324HCID 11684324, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of the title compound of example 10 (92 mg, 0.2 mmol) and SELECTFLUOR™ (Aldrich, 70 mg, 0.2 mmol) in acetonitrile (2.0 mL) was heated at 60° C. for 16 hrs. The reaction mixture was directly purified by preparative HPLC on a 100×20 mm YMC C-18 column using 0.1% TFA modified CH3CN—H2O solvent system as the eluent to afford the title compound.

Workup

  1. customThe reaction mixture was directly purified by preparative HPLC on a 100×20 mm YMC C-18 column

Sources & evidence

ORD record
ord-8be390560e3b4e718e7b61d86acf5f23
Source dataset
uspto-grants-2009_12
Patent number
US07629372B2

Reaction notes

Loading…