Hydrochloric Acid → 3-{[1-(3,4-Difluorophenyl)ethylamino]-(4-methoxyphenyl)methyl}-4-methoxyphenylamine

HRID 2269441Notes

Reaction equation

HRID 2269441 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]([NH:11][CH:12]([C:21]2[CH:26]=[C:25]([N+:27]([O-])=O)[CH:24]=[CH:23][C:22]=2[O:30][CH3:31])[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[CH3:10])[CH:5]=[CH:6][C:7]=1[F:8].[Sn](Cl)Cl.Cl>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:9]([NH:11][CH:12]([C:13]2[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)[C:21]2[CH:26]=[C:25]([NH2:27])[CH:24]=[CH:23][C:22]=2[O:30][CH3:31])[CH3:10])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24479Stannous ChlorideHCID 18334129HCID 18334129, compound

Product 1

HCID 183470463-{[1-(3,4-Difluorophenyl)ethylamino]-(4-methoxyphenyl)methyl}-4-methoxyphenylamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following a reaction and purification procedure similar to those described in Example (57b), 2.0 g of N-[1-(3,4-difluorophenyl)ethyl]-N-[(2-methoxy-5-nitrophenyl)-(4-methoxyphenyl)methyl]amine [prepared as described in step (a) above], 3.54 g of tin (II) chloride and 40 ml of a 1:1 mixture of concentrated aqueous hydrochloric acid and ethanol were reacted, to obtain 370 mg of isomer A and 591 mg of isomer B of the title compound as yellow oils, respectively.

Workup

  1. customa reaction and purification procedure similar to
  2. customwere reacted

Sources & evidence

ORD record
ord-89204a94c4884b83b97ff7260a5a476a
Source dataset
uspto-grants-2001_12
Patent number
US06329405B1

Reaction notes

Loading…