HCID 69549673, compound → HCID 22236596, compound

HRID 1743857Notes

Reaction equation

HRID 1743857 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][N:6]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][C:11]=1[N+:17]([O-:19])=[O:18])[CH3:7])C>Br.C(#N)C>[F:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][CH2:8][N:6]([CH2:5][C:4]([OH:20])=[O:3])[CH3:7])=[C:11]([N+:17]([O-:19])=[O:18])[CH:12]=1

Participants

4

Reactant 1

HCID 69549673HCID 69549673, compound

Product 1

HCID 22236596HCID 22236596, compound

Reagents, catalysts & solvents 2

HCID 260Hydrogen BromideSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

{[2-(4-Fluoro-2-nitro-phenyl)-ethyl]-methylamino}-acetic acid ethyl ester (10.0 g, 0.035 mole) dissolved in concentrated hydrobromic acid (48 wt. % in water, 200 mL) was allowed to stir at 70° C. overnight and then reduced to a small volume in vacuo. The residue oil was taken up in acetonitrile and the solution was evaporated in vacuo. This procedure was repeated until the water was removed and a crystalline residue remained. This material was used in the next step without further purification. 1H NMR (DMSO): 8.00 δ (dd, 1H); 7.65 δ (m, 2H); 4.20 δ (s, 2H); 3.40 δ (large water peak obscure some aliphatic resonances); 3.20 δ (t, 2H); 2.90 δ (s, 3H).

Workup

  1. customthe solution was evaporated in vacuo
  2. customwas removed
  3. customThis material was used in the next step without further purification

Sources & evidence

ORD record
ord-3988495dc0a94cd3a2052c946a75dfb5
Source dataset
uspto-grants-2006_03
Patent number
US07012089B2

Reaction notes

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