Hydrochloric Acid → 4-{2-[(2-Carboxy-ethyl)-(3-chloro-4-trifluoromethoxy-phenyl)-amino]-ethylamino}-butyric acid methyl ester dihydrochloride

HRID 2095520Notes

Reaction equation

HRID 2095520 reaction equation
[CH3:1][O:2][C:3](=[O:32])[CH2:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][N:10]([CH2:23][CH2:24][C:25]([O:27]C(C)(C)C)=[O:26])[C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]([F:21])([F:20])[F:19])=[C:13]([Cl:22])[CH:12]=1.[ClH:33]>ClCCl>[ClH:22].[ClH:33].[CH3:1][O:2][C:3](=[O:32])[CH2:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][N:10]([CH2:23][CH2:24][C:25]([OH:27])=[O:26])[C:11]1[CH:16]=[CH:15][C:14]([O:17][C:18]([F:20])([F:21])[F:19])=[C:13]([Cl:22])[CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 670743024-{2-[(2-tert-Butoxycarbonyl-ethyl)-(3-chloro-4-trifluoromethoxy-phenyl)-amino]-ethylamino}-butyric acid methyl ester

Product 1

HCID 866526914-{2-[(2-Carboxy-ethyl)-(3-chloro-4-trifluoromethoxy-phenyl)-amino]-ethylamino}-butyric acid methyl ester dihydrochlorideYield 220.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 0.30 g (0.6 mmol) of 4-{2-[(2-tert-butoxycarbonyl-ethyl)-(3-chloro-4-trifluoromethoxy-phenyl)-amino]-ethylamino}-butyric acid methyl ester in 2 ml of dichloromethane was cooled (0° C.), treated with 3.10 ml (12.4 mmol) of HCl solution (4 M in dioxane) and stirred at RT for 16 h. The solution was evaporated, suspended in acetonitrile and evaporated (3×) to yield 0.33 g (97%) of the title compound as light yellow oil. MS: 427.12 (MH+, Cl).

Workup

  1. customThe solution was evaporated
  2. customevaporated (3×)

Sources & evidence

ORD record
ord-629f2d05bc3f46798b0fb17c984561af
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

Loading…