Hydrochloric Acid → HCID 15005366, compound

HRID 1886162Notes

Reaction equation

HRID 1886162 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-5ec5ae6ef0e44ef8a9b7585a150f5320
Source dataset
uspto-grants-1992_09
Patent number
US05149814

Reaction notes

Loading…