Hydrochloric Acid → HCID 58124835, compound

HRID 1971679Notes

Reaction equation

HRID 1971679 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:17](=[O:42])[C:18]([N:20]([CH2:24][CH2:25][N:26]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:27][C:28]#[C:29][C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[CH:21]([CH3:23])[CH3:22])=[O:19])[CH:9]2[C:12]([O:14]CC)=[O:13])=[CH:4][C:3]=1[O:43][CH3:44].[OH-].[K+].Cl>O1CCOCC1.O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:17](=[O:42])[C:18]([N:20]([CH2:24][CH2:25][N:26]([C:35]([O:37][C:38]([CH3:40])([CH3:39])[CH3:41])=[O:36])[CH2:27][C:28]#[C:29][C:30]3[S:31][CH:32]=[CH:33][CH:34]=3)[CH:21]([CH3:22])[CH3:23])=[O:19])[CH:9]2[C:12]([OH:14])=[O:13])=[CH:4][C:3]=1[O:43][CH3:44]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58124922HCID 58124922, compound

Product 1

HCID 58124835HCID 58124835, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 312751,4-DioxaneSolvent

Conditions

Temperature
45 °C

Procedure

A solution of 250 mg of 10j in 6 ml of dioxane was mixed with a solution of 120 mg of KOH in 1 ml of water and the reaction mixture was stirred for 5 h at 45° C. The mixture was diluted with 20 ml of water and acidified to pH3 with 0.5N HCl. The product was extracted into ethyl acetate. The organic layer was washed twice with water, dried and concentrated, to give 220 mg of amorphous 10k.

Workup

  1. extractionThe product was extracted into ethyl acetate
  2. washThe organic layer was washed twice with water
  3. customdried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-cf840844bfb54794896a43626efc4f84
Source dataset
uspto-grants-2013_04
Patent number
US08431564B2

Reaction notes

Loading…