Boron trifluoride etherate → HCID 86608311, compound

HRID 2233956Notes

Reaction equation

HRID 2233956 reaction equation
B(F)(F)F.[CH3:5]COCC.[Cl:10][C:11]1[C:15]([Cl:16])=[C:14]([CH3:17])[NH:13][C:12]=1[C:18]([O:20][CH:21]1[CH2:26][CH2:25][N:24]([C:27]2[CH:32]=[C:31]([C:33]([NH2:36])=[N:34][OH:35])[CH:30]=[C:29]([Cl:37])[N:28]=2)[CH2:23][CH2:22]1)=[O:19]>C(OC(OCC)(OCC)C)C>[Cl:10][C:11]1[C:15]([Cl:16])=[C:14]([CH3:17])[NH:13][C:12]=1[C:18]([O:20][CH:21]1[CH2:26][CH2:25][N:24]([C:27]2[CH:32]=[C:31]([C:33]3[N:36]=[CH:5][O:35][N:34]=3)[CH:30]=[C:29]([Cl:37])[N:28]=2)[CH2:23][CH2:22]1)=[O:19]

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 136335753HCID 136335753, compound

Product 1

HCID 86608311HCID 86608311, compound

Reagents, catalysts & solvents 1

HCID 66221Triethyl orthoacetateSolvent

Procedure

BF3.Et2O (0.1 ml) was added to a solution of 1-{4-[amino(hydroxyimino)methyl]-6-chloropyridin-2-yl}piperidin-4-yl 3,4-dichloro-5-methyl-1H-pyrrole-2-carboxylate (Example 114) (0.07 g, 0.15 mmol) in 1,1,1-triethoxyethane (1.0 ml) at room temperature. The mixture was stirred at room temperature for 1 h. The mixture was purified by semi-preparative HPLC eluting with CH3CN/H2O (0.1% TFA) mixtures to give the title compound (21 mg).

Workup

  1. customThe mixture was purified by semi-preparative HPLC
  2. washeluting with CH3CN/H2O (0.1% TFA)

Sources & evidence

ORD record
ord-f51222ae84ba4b68907c1d520196e052
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

Loading…