Hydrochloric Acid → HCID 14987308, compound

HRID 274329Notes

Reaction equation

HRID 274329 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:18]=[CH:17]C(C#N)=[CH:13][CH:12]=2)[C:8]2[CH:19]=[C:20]3[C:25](=[CH:26][C:7]=2[N:6]=1)[CH:24]=[CH:23][CH:22]=[CH:21]3)[CH2:2][CH2:3][CH3:4].Cl.C[OH:29].[CH2:30]([OH:32])[CH3:31]>[OH-].[Na+]>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:18]=[CH:17][C:31]([C:30]([OH:29])=[O:32])=[CH:13][CH:12]=2)[C:8]2[CH:19]=[C:20]3[C:25](=[CH:26][C:7]=2[N:6]=1)[CH:24]=[CH:23][CH:22]=[CH:21]3)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 887MethanolHCID 14987307HCID 14987307, compound

Product 1

HCID 14987308HCID 14987308, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A suspension of 420 mg of the product of Example 9 in 4 ml of ethanol and 7.5 ml of 2N of sodium hydroxide was refluxed for 21 hours and after cooling the suspension, 5 ml of ice were added. The mixture was neutralized to pH 7 with 7.5 ml of 2N hydrochloric acid and 30 ml of methanol were added, followed by heating to reflux and concentrating to 20 ml. After separating, 420 mg of the expected product were obtained. The 420 mg of above product were crystallized successively from isopropanol, then from ethyl acetate to obtain 260 mg of pure product melting at 220° C.

Workup

  1. temperaturewas refluxed for 21 hours
  2. additionwere added
  3. additionwere added
  4. temperatureby heating
  5. temperatureto reflux
  6. concentrationconcentrating to 20 ml
  7. customAfter separating

Sources & evidence

ORD record
ord-cf53f610d49c4bb58266afb11a57f80f
Source dataset
uspto-grants-1995_02
Patent number
US05389634

Reaction notes

Loading…