Hydrochloric Acid → HCID 70156938, compound

HRID 2227500Notes

Reaction equation

HRID 2227500 reaction equation
[C:1]([C:3]([C:16](=[O:25])[NH:17][CH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[CH:4][C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)#[N:2].[Na+].Cl>O.CO>[C:1]([C:3]([C:16](=[O:25])[NH:17][CH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[CH:4][C:5]1[CH:6]=[CH:7][C:8]([O:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:14][CH:15]=1)#[N:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 73864397HCID 73864397, compound

Product 1

HCID 70156938HCID 70156938, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The filtrate and the remainder of the solid from Example 82 were dissolved in water (100 ml)/methanol (100 ml), and neutralized with 20 ml of 0.1 mol/l hydrochloric acid. Methanol was evaporated and impurities were removed by extraction with ethyl acetate. The aqueous layer was filtered to remove insoluble components, concentrated to about 50 ml, and then allowed to stand overnight. The precipitated solid was filtered, washed with a small amount of acetone, and then dried by heating under reduced pressure to give the compound of interest (102 mg, 19%) as a pale yellow solid.

Workup

  1. customMethanol was evaporated
  2. customimpurities were removed by extraction with ethyl acetate
  3. filtrationThe aqueous layer was filtered
  4. customto remove insoluble components
  5. concentrationconcentrated to about 50 ml
  6. filtrationThe precipitated solid was filtered
  7. washwashed with a small amount of acetone
  8. customdried
  9. temperatureby heating under reduced pressure
  10. customto give the compound of interest (102 mg, 19%) as a pale yellow solid

Sources & evidence

ORD record
ord-b6afbc7ac85b4daeb4e04c03f22a982b
Source dataset
uspto-grants-2002_07
Patent number
US06413995B1

Reaction notes

Loading…