Hydrochloric Acid → HCID 131721735, compound

HRID 1637276Notes

Reaction equation

HRID 1637276 reaction equation
[C:1]([CH:7]1[CH2:12][CH2:11][N:10]([CH:13]2[C:23]3[C:24]4[C:16](=[C:17]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)[NH:18][C:19]=4[CH:20]=[CH:21][CH:22]=3)[CH2:15][CH2:14]2)[CH2:9][CH2:8]1)([C:3]([O:5]C)=[O:4])=[O:2].[O-]CCCC.[K+].Cl>C(O)C.O>[C:1]([CH:7]1[CH2:8][CH2:9][N:10]([CH:13]2[C:23]3[C:24]4[C:16](=[C:17]([C:25]5[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=5)[NH:18][C:19]=4[CH:20]=[CH:21][CH:22]=3)[CH2:15][CH2:14]2)[CH2:11][CH2:12]1)([C:3]([OH:5])=[O:4])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 23699084Potassium butoxideHCID 131721736HCID 131721736, compound

Product 1

HCID 131721735HCID 131721735, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A portion (0.17 g) of the compound obtained in Example 157 was dissolved in ethanol/water (4:1) (80 ml) and to the solution was added potassium butoxide (t-BuOK; 48 mg). The mixture was heated to reflux for 30 minutes. The reaction mixture was adjusted to pH 5 by addition of 1N hydrochloric acid. Thereafter, the solvent was distilled off under reduced pressure. The residue was crystallized from ethanol and water to yield 0.12 g (73%) of the titled compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 30 minutes
  3. distillationThereafter, the solvent was distilled off under reduced pressure
  4. customThe residue was crystallized from ethanol and water

Sources & evidence

ORD record
ord-6f37baa4a04941cba4b35f1712bd4da3
Source dataset
uspto-grants-2000_03
Patent number
US06040331

Reaction notes

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