Sodium Hydroxide → 4-Amino-3-nitro-phenylalanyl-(4-methyl-piperidine)

HRID 274956Notes

Reaction equation

HRID 274956 reaction equation
FC(F)(F)C([NH:5][C@H:6]([C:21]([N:23]1[CH2:28][CH2:27][CH:26]([CH3:29])[CH2:25][CH2:24]1)=[O:22])[CH2:7][C:8]1[CH:13]=[CH:12][C:11]([NH:14]C(=O)C)=[C:10]([N+:18]([O-:20])=[O:19])[CH:9]=1)=O.[OH-].[Na+]>C(O)C>[NH2:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][C@@H:6]([C:21]([N:23]2[CH2:24][CH2:25][CH:26]([CH3:29])[CH2:27][CH2:28]2)=[O:22])[NH2:5])=[CH:9][C:10]=1[N+:18]([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18659294N-trifluoroacetyl-4-acetylamino-3-nitro-phenylalanyl-(4-methyl-piperidine)

Product 1

HCID 186592934-Amino-3-nitro-phenylalanyl-(4-methyl-piperidine)

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a suspension of 4.85 g (10.9 mMol) of N-trifluoroacetyl-4-acetylamino-3-nitro-phenylalanyl-(4-methyl-piperidine) in 10 ml of ethanol 28.0 ml of 1N sodium hydroxide solution are added dropwise at 20° C. After 3 hours' stirring at 50° C. the mixture is cooled, then after another 2 hours it is suction filtered and washed with a little ice water.

Workup

  1. additionare added dropwise at 20° C
  2. temperatureis cooled
  3. waitafter another 2 hours it is
  4. filtrationsuction filtered
  5. washwashed with a little ice water

Sources & evidence

ORD record
ord-05decc9ee9b645bfa1b64e77eb31c1d3
Source dataset
uspto-grants-1995_02
Patent number
US05391556

Reaction notes

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