Triethylamine → HCID 22027358, compound

HRID 1791103Notes

Reaction equation

HRID 1791103 reaction equation
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4](Cl)=[O:5].[Cl:12][C:13]1[C:14]([CH:23]([CH3:25])[NH2:24])=[N:15][CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=1.C(N(CC)CC)C>C(Cl)Cl>[Cl:1][C:2]1[C:3]([C:4]([NH:24][CH:23]([C:14]2[C:13]([Cl:12])=[CH:18][C:17]([C:19]([F:22])([F:21])[F:20])=[CH:16][N:15]=2)[CH3:25])=[O:5])=[C:7]([Cl:11])[CH:8]=[CH:9][N:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 22027357HCID 22027357, compoundHCID 220273622,4-Dichloropyridine-3-carbonyl chloride

Product 1

HCID 22027358HCID 22027358, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,4-Dichloronicotinoyl chloride (0.40 g), made as in Example 1, Step C, was added to a solution of the amine intermediate from Step A (0.66 g) and triethylamine (0.70 g) in 30 mL of methylene chloride at room temperature followed by stirring overnight. The reaction mixture was distilled under vacuum to remove the solvent, giving an oil that was filtered through silica gel using 100% methylene chloride as the eluent. The solvent was then removed under vacuum to give the title compound, a compound of the invention, as a red oil.

Workup

  1. distillationThe reaction mixture was distilled under vacuum
  2. customto remove the solvent
  3. customgiving an oil that
  4. filtrationwas filtered through silica gel using 100% methylene chloride as the eluent
  5. customThe solvent was then removed under vacuum

Sources & evidence

ORD record
ord-b92e03430ce64cfd8549db8cb98d780c
Source dataset
uspto-grants-2006_07
Patent number
US07074742B2

Reaction notes

Loading…