Hydrochloric Acid → HCID 67468908, compound

HRID 1019770Notes

Reaction equation

HRID 1019770 reaction equation
Cl.[Cl:2][C:3]1[C:4]([CH2:23][NH:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29](F)=[CH:28][CH:27]=2)=[CH:5][C:6]([O:21][CH3:22])=[C:7]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[N:17][C:16]([C:19]#[N:20])=[CH:15][N:14]=2)=[O:11])[CH:8]=1.CCCCC>O1CCOCC1.C(Cl)Cl>[ClH:2].[CH2:25]([NH:24][CH2:23][C:4]1[C:3]([Cl:2])=[CH:8][C:7]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[N:17][C:16]([C:19]#[N:20])=[CH:15][N:14]=2)=[O:11])=[C:6]([O:21][CH3:22])[CH:5]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8003PentaneHCID 54596422HCID 54596422, compound

Product 1

HCID 67468908HCID 67468908, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
5 °C

Procedure

A saturated solution of HCl in 1,4-dioxane (1.2 mmoL) was added to a solution of 1-(5-chloro-4-((4-fluorobenzylamino)methyl)-2-methoxyphenyl)-3-(5-cyanopyrazin-2-yl)urea (1 mmol) in DCM (50 mL) at 5° C. The reaction mixture was stirred at 5° C. for 2 hours then n-pentane (100 mL) was added and stirring continued for 15 minutes. The resulting solid was collected by filtration then washed with methanol (2×10 mL), followed by n-pentane (10 mL) and dried under reduced pressure to give the title compound (56%) as a white solid.

Workup

  1. stirringstirring
  2. waitcontinued for 15 minutes
  3. filtrationThe resulting solid was collected by filtration
  4. washthen washed with methanol (2×10 mL)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-9ff7239a4d64443a9d00483bf5332131
Source dataset
uspto-grants-2014_05
Patent number
US08716287B2

Reaction notes

Loading…