Hydrochloric Acid → HCID 14987308, compound

HRID 1742353Notes

Reaction equation

HRID 1742353 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-34df4e68c01344b59729c4517812edcc
Source dataset
uspto-grants-1994_08
Patent number
US05338756

Reaction notes

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