Hydrochloric Acid → HCID 14722537, compound

HRID 1073152Notes

Reaction equation

HRID 1073152 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[C:4]([CH3:16])[C:3]=1[NH:17][C:18](=[O:32])[CH2:19][N:20]1[CH2:25][CH2:24][N:23]2C(C)(C)[NH:27][C:28](=[O:29])[CH:22]2[CH2:21]1.Cl.[OH-].[Na+]>>[NH2:27][C:28]([CH:22]1[NH:23][CH2:24][CH2:25][N:20]([CH2:19][C:18]([NH:17][C:3]2[C:2]([CH3:1])=[CH:7][C:6]([O:8][CH2:9][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)=[CH:5][C:4]=2[CH3:16])=[O:32])[CH2:21]1)=[O:29]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14722536N-[2,6-dimethyl-4-(phenylmethoxy)phenyl]hexahydro-3,3-dimethyl-1-oxoimidazo[1,5-a]pyrazine-7(8H)-acetamide

Product 1

HCID 14722537HCID 14722537, compoundYield 82.6%

Procedure

A mixture of 11.10 parts of N-[2,6-dimethyl-4-(phenylmethoxy)phenyl]hexahydro-3,3-dimethyl-1-oxoimidazo[1,5-a]pyrazine-7(8H)acetamide and 100 parts of a hydrochloric acid solution 0.5N was stirred for 2 hours at reflux temperature. After cooling, the reaction mixture was treated with a sodium hydroxide solution 50%. The product was extracted twice with dichloromethane. The combined extracts were dried. filtered and evaporated. The residue was suspended in 2,2'-oxybispropane. The product was filtered off and dried, yielding 8.19 parts (82.6%) of 3-(aminocarbonyl)-N-[2,6-dimethyl-4-(phenylmethoxy)phenyl]-1-piperazineacetamide (int. 2).

Workup

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. extractionThe product was extracted twice with dichloromethane
  4. customThe combined extracts were dried
  5. filtrationfiltered
  6. customevaporated
  7. filtrationThe product was filtered off
  8. customdried

Sources & evidence

ORD record
ord-86057cdaa12c4af0bb57dbd297e7a17a
Source dataset
uspto-grants-1990_11
Patent number
US04968684

Reaction notes

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