Hydrochloric Acid → HCID 117678432, compound

HRID 920129Notes

Reaction equation

HRID 920129 reaction equation
[OH:1][C@@H:2]([C:6]1[CH:7]=[C:8]([F:25])[C:9]([N:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)=[N:10][CH:11]=1)[C@@H:3]([OH:5])[CH3:4].Cl.O1CCOCC1.C(OCC)C>C(Cl)Cl>[F:25][C:8]1[CH:7]=[C:6]([C@H:2]([OH:1])[C@@H:3]([OH:5])[CH3:4])[CH:11]=[N:10][C:9]=1[N:12]1[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 312751,4-DioxaneHCID 117678172HCID 117678172, compound

Product 1

HCID 117678432HCID 117678432, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 106 (3.0 g, 8.65 mmol) in DCM (25 mL) was added 4N HCl in dioxane (2.51 mL, 43.2 mmol). The resulting reaction mixture was stirred at a temperature of about 25° C. in a closed vessel for 16 h; a suspension formed. The suspension was stirred with diethyl ether; a solid precipitated. The precipitate was collected by filtration and washed several times with ether to provide 107 (91% yield) as a tan solid which, being >99% pure as analyzed by LC/MS, was used directly in the next step.

Workup

  1. customThe resulting reaction mixture
  2. customa suspension formed
  3. customa solid precipitated
  4. filtrationThe precipitate was collected by filtration
  5. washwashed several times with ether

Sources & evidence

ORD record
ord-3203f02e323d40a3b5c9e7156401cebd
Source dataset
uspto-grants-2016_03
Patent number
US09273043B2

Reaction notes

Loading…