Methylamine → HCID 23381753, compound

HRID 1357800Notes

Reaction equation

HRID 1357800 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@:9]([C:14]1[CH:19]=[CH:18][C:17](Cl)=[C:16]([N+:21]([O-:23])=[O:22])[CH:15]=1)([CH3:13])[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:24][NH2:25]>C(O)(=O)C>[C:1]([O:5][C:6]([NH:8][C@@:9]([C:14]1[CH:19]=[CH:18][C:17]([NH:25][CH3:24])=[C:16]([N+:21]([O-:23])=[O:22])[CH:15]=1)([CH3:13])[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 23381752HCID 23381752, compound

Product 1

HCID 23381753HCID 23381753, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

96 g (0.278 mol) of (R)-2-tert.butyloxycarbonylamino-2-(4-chloro-3-nitro-phenyl)-propionic acid and 440 ml of methylamine solution (40% solution in water) are heated to 90° C. in a pressurised vessel for seven hours. After cooling, the reaction solution is adjusted to pH 3.5 by the addition of glacial acetic acid, whilst cooling with ice, and extracted with ethyl acetate. After the solvent has been evaporated off, the residue remaining is washed with ether and dried.

Workup

  1. temperatureAfter cooling
  2. temperaturewhilst cooling with ice
  3. extractionextracted with ethyl acetate
  4. customAfter the solvent has been evaporated off
  5. washthe residue remaining is washed with ether
  6. customdried

Sources & evidence

ORD record
ord-f38d5f88ea20476c862bcf9d605028d2
Source dataset
uspto-grants-2003_07
Patent number
US06593355B2

Reaction notes

Loading…