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Hydrochloric Acid → HCID 23363852, compound

HRID 1081279
Notes
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Reaction equation

HRID 1081279 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:15][CH2:14]1)[C:6](=[O:26])[C:5]12OCC[O:27]1.Cl.C(=O)(O)[O-].[Na+]>O1CCCC1>[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH2:11][CH2:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:15][CH2:14]1)[C:6](=[O:26])[C:5]2=[O:27]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 23363844HCID 23363844, compound

Product 1

HCID 23363852HCID 23363852, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The compound of Example 101 (850 mg) in tetrahydrofuran (30 ml) was treated with 3M hydrochloric acid (17 ml). The mixture was heated under reflux overnight, then cooled, and neutralised by the addition of aqueous sodium bicarbonate. The mixture was extracted with dichloromethane. The extracts were washed, dried and evaporated and the residue was purified by flash chromatography to give the title compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. temperaturecooled
  4. extractionThe mixture was extracted with dichloromethane
  5. washThe extracts were washed
  6. customdried
  7. customevaporated
  8. customthe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-5e02a6e41efd47469e1f63bb8812b753
Source dataset
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05585378

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes