Hydrochloric Acid → HCID 18704219, compound

HRID 2288295Notes

Reaction equation

HRID 2288295 reaction equation
N=[C:2]1[N:6]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[C:9]([C:15]([F:18])([F:17])[F:16])[CH:8]=2)[C:5](=[O:19])[C:4]2([CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[NH:3]1.Cl.C(=O)([O-])[OH:27].[Na+]>C(O)C>[O:27]=[C:2]1[N:6]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#[N:12])=[C:9]([C:15]([F:18])([F:17])[F:16])[CH:8]=2)[C:5](=[O:19])[C:4]2([CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[NH:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 178510013HCID 178510013, compound

Product 1

HCID 18704219HCID 18704219, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.10 g of the product obtained in Stage 2 above, 3 ml of 6N hydrochloric acid and 8 ml of ethanol are introduced, the mixture is taken to reflux for one hour, cooled down to ambient temperature, neutralized by the addition of sodium hydrogen carbonate, extracted with ethyl acetate. The organic phases are combined, washed with water, dried, filtered and concentrated. After chromatography on silica eluting with methylene chloride-acetone: 9-1, then recrystallization from isopropanol, 470 mg of expected product (white solid) is obtained. M.p.=187° C.

Workup

  1. temperatureto reflux for one hour
  2. extractionextracted with ethyl acetate
  3. washwashed with water
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customAfter chromatography on silica eluting with methylene chloride-acetone: 9-1, then recrystallization from isopropanol

Sources & evidence

ORD record
ord-0ddbbabac022469db910fbf18d1f17b0
Source dataset
uspto-grants-2000_07
Patent number
US06087509

Reaction notes

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