Hydrochloric Acid → 2-(3-{3-[(2-Chloro-3-trifluoromethyl-benzyl)-2,2-diphenylethyl-amino]-propoxy}-phenyl)-butyric acid hydrochloride salt

HRID 229112Notes

Reaction equation

HRID 229112 reaction equation
[Cl:1][C:2]1[C:41]([C:42]([F:45])([F:44])[F:43])=[CH:40][CH:39]=[CH:38][C:3]=1[CH2:4][N:5]([CH2:24][CH:25]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:16]([CH2:20][CH2:21]CC)[C:17]([OH:19])=[O:18])[CH:13]=[CH:14][CH:15]=1.Cl>C(OCC)C>[ClH:1].[Cl:1][C:2]1[C:41]([C:42]([F:43])([F:44])[F:45])=[CH:40][CH:39]=[CH:38][C:3]=1[CH2:4][N:5]([CH2:24][CH:25]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[CH2:6][CH2:7][CH2:8][O:9][C:10]1[CH:11]=[C:12]([CH:16]([CH2:20][CH3:21])[C:17]([OH:19])=[O:18])[CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 577571312-(3-{3-[(2-Chloro-3-trifluoromethyl-benzyl)-2,2-diphenylethyl-amino]-propoxy}-phenyl)-hexanoic acid

Product 1

HCID 688642472-(3-{3-[(2-Chloro-3-trifluoromethyl-benzyl)-2,2-diphenylethyl-amino]-propoxy}-phenyl)-butyric acid hydrochloride saltYield 80%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 2-(3-{3-[(2-Chloro-3-trifluoromethyl-benzyl)-2,2-diphenylethyl-amino]-propoxy}-phenyl)-hexanoic acid in diethyl ether was added HCl in diethyl ether (1.0 M) to precipitate the amine salt. The suspension was filtered and dried to give the title compound as a white solid (30 mg, 80%). MS m/e 609.2 (M+H)+.

Workup

  1. customto precipitate the amine salt
  2. filtrationThe suspension was filtered
  3. customdried

Sources & evidence

ORD record
ord-da29ed21362444eeaf67140d222d45cd
Source dataset
uspto-grants-2009_07
Patent number
US07560586B2

Reaction notes

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