HCID 18399709, compound → HCID 18399757, compound

HRID 1018994Notes

Reaction equation

HRID 1018994 reaction equation
[S:1]1[C:9]2[CH:8]=[CH:7][N:6]=[C:5]([CH:10]3[CH2:15][CH2:14][N:13](C(OCC)=O)[CH2:12][CH2:11]3)[C:4]=2[CH:3]=[CH:2]1>Cl>[NH:13]1[CH2:12][CH2:11][CH:10]([C:5]2[C:4]3[CH:3]=[CH:2][S:1][C:9]=3[CH:8]=[CH:7][N:6]=2)[CH2:15][CH2:14]1

Participants

3

Reactant 1

HCID 18399709HCID 18399709, compound

Product 1

HCID 18399757HCID 18399757, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 0.57 g of the product obtained in Step F in 4 ml of HCl (SN) is heated at reflux for 12 hours and then cooled, washed with ether, rendered basic by the addition of 20% sodium hydroxide solution and extracted with dichloromethane. Drying, filtration and concentration of the organic phase under reduced pressure, followed by chromatography on silica gel (CH2Cl2/MeOH/NH4OH: 90/10/1), enables the expected product to be isolated.

Workup

  1. temperatureat reflux for 12 hours
  2. temperaturecooled
  3. washwashed with ether
  4. additionrendered basic by the addition of 20% sodium hydroxide solution
  5. extractionextracted with dichloromethane
  6. customDrying
  7. filtrationfiltration and concentration of the organic phase under reduced pressure
  8. customto be isolated

Sources & evidence

ORD record
ord-9153f010594b435caf2b10c0fb2bd7fc
Source dataset
uspto-grants-2002_11
Patent number
US06486171B2

Reaction notes

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