Sodium Hydroxide → 6-Amino1-[3-(4-cyano-phenyl)propionyl]-1,2,3,4-tetrahydro-quinoline

HRID 379675Notes

Reaction equation

HRID 379675 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([N:13]2[C:22]3[C:17](=[CH:18][C:19]([NH:23]C(=O)C(F)(F)F)=[CH:20][CH:21]=3)[CH2:16][CH2:15][CH2:14]2)=[O:12])=[CH:5][CH:4]=1)#[N:2].O1CCOCC1.[OH-].[Na+]>CO>[NH2:23][C:19]1[CH:18]=[C:17]2[C:22](=[CH:21][CH:20]=1)[N:13]([C:11](=[O:12])[CH2:10][CH2:9][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][CH:7]=1)[CH2:14][CH2:15][CH2:16]2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 154107711-[3-(4-Cyano-phenyl)propionyl]-6-trifluoroacetylamino-1,2,3,4-tetrahydro-quinoline

Product 1

HCID 154107726-Amino1-[3-(4-cyano-phenyl)propionyl]-1,2,3,4-tetrahydro-quinoline

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

16 g of 1-[3-(4cyano-phenyl)propionyl]-6-trifluoracetylamino-1,2,3,4-tetrahydro-quinoline are dissolved in 70 ml of methanol and 50 ml of dioxan and stirred with 200 ml of 1N sodium hydroxide solution for 2 hours at 40° C. Then the mixture is extracted with methylene chloride, the organic phase is dried over sodium sulphate and concentrated by evaporation.

Workup

  1. extractionThen the mixture is extracted with methylene chloride
  2. dry with materialthe organic phase is dried over sodium sulphate
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-23ccf613c5654aeea50baa6f6e33ac66
Source dataset
uspto-grants-2001_10
Patent number
US06300342B1

Reaction notes

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