Hydrochloric Acid → HCID 15005366, compound

HRID 2107657Notes

Reaction equation

HRID 2107657 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14](=[O:22])NC2C=CC=CN=2)=[C:12]([CH3:23])[NH:11][C:10]([C:24]2[CH:29]=[CH:28][C:27]([N:30]3[C:34]([CH3:35])=[N:33]C(C)=N3)=[CH:26][CH:25]=2)=[C:9]1[C:37]([O:39][CH2:40][CH3:41])=[O:38].[OH-:42].[Na+].Cl>O1CCOCC1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:13]([C:14]([OH:22])=[O:42])=[C:12]([CH3:23])[NH:11][C:10]([C:24]2[CH:29]=[CH:28][C:27]([N:30]3[C:8]4[CH:13]=[CH:12][N:11]=[CH:10][C:9]=4[N:33]=[C:34]3[CH3:35])=[CH:26][CH:25]=2)=[C:9]1[C:37]([O:39][CH2:40][CH3:41])=[O:38]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15005343HCID 15005343, compound

Product 1

HCID 15005366HCID 15005366, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of the (-)-cyanoethyl ester from (b), above, (271 mg, 0.566 mmol) and aqueous sodium hydroxide (2.54 ml, 0.55M, 1.40 mmol) in dioxane (7.5 ml) was stirred at room temperature under nitrogen for 1 hour. Hydrochloric acid (1.40 ml, 1M, 1.40 mmol) was added dropwise, and the mixture was concentrated under reduced pressure. The resulting yellow solid was suspended in water, filtered off, and dried in vacuo, to give the title compound, (200 mg, 81%).

Workup

  1. concentrationthe mixture was concentrated under reduced pressure
  2. filtrationfiltered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-205e564bae20421c88a43592d3789f54
Source dataset
uspto-grants-1990_06
Patent number
US04935430

Reaction notes

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