Hydrochloric Acid → HCID 178441664, compound

HRID 2259603Notes

Reaction equation

HRID 2259603 reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([Cl:11])[C:8]([CH2:12][C:13]([O:15]CC)=[O:14])=[C:7]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[NH:35][N:34]=[N:33][N:32]=3)=[CH:21][CH:20]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4].O1CCOCC1.[OH-].[Na+].Cl>O>[CH2:1]([C:5]1[N:10]=[C:9]([Cl:11])[C:8]([CH2:12][C:13]([OH:15])=[O:14])=[C:7]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]3[NH:35][N:34]=[N:33][N:32]=3)=[CH:21][CH:20]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 178441665HCID 178441665, compound

Product 1

HCID 178441664HCID 178441664, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

128 mg of the product of Example 16 were introduced into 2.56 ml of dioxane and 0.52 ml of 2N sodium hydroxide and the mixture was stirred at ambient temperature for 16 hours, then diluted with 10 ml of water, neutralized with 0.52 ml of 2N hydrochloric acid and evaporated to dryness under reduced pressure to obtain 135 mg of crude product which was crystallized from ethyl acetate and hexane to obtain 85 mg of the expected product melting at 180° C.

Workup

  1. customevaporated to dryness under reduced pressure
  2. customto obtain 135 mg of crude product which
  3. customwas crystallized from ethyl acetate and hexane

Sources & evidence

ORD record
ord-dc175e086d5447d29b0579a09f172ceb
Source dataset
uspto-grants-1995_12
Patent number
US05474996

Reaction notes

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