Trifluoroacetic acid → HCID 59403146, compound

HRID 453540Notes

Reaction equation

HRID 453540 reaction equation
[Cl:1][C:2]1[CH:37]=[CH:36][C:5]([CH2:6][CH2:7][NH:8][C:9]([C:11]2[CH:35]=[CH:34][C:14]([O:15][C:16]3[CH:21]=[CH:20][C:19]([CH2:22][C:23]([O:25]C(C)(C)C)=[O:24])=[CH:18][C:17]=3[CH2:30][N:31]([CH3:33])[CH3:32])=[CH:13][CH:12]=2)=[O:10])=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][NH:8][C:9]([C:11]2[CH:12]=[CH:13][C:14]([O:15][C:16]3[CH:21]=[CH:20][C:19]([CH2:22][C:23]([OH:25])=[O:24])=[CH:18][C:17]=3[CH2:30][N:31]([CH3:33])[CH3:32])=[CH:34][CH:35]=2)=[O:10])=[CH:36][CH:37]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68467129HCID 68467129, compound

Product 1

HCID 59403146HCID 59403146, compoundYield 107.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl 2-(4-(4-((4-chlorophenethyl)carbamoyl)phenoxy)-3-((dimethylamino)methyl)phenyl)acetate (0.005 g, 0.010 mmol) in dichloromethane (1.0 ml) was added TFA (1.0 ml) and the reaction stirred for 1 hour at ambient temperature. The reaction was concentrated to give 2-(4-(4-((4-chlorophenethyl)carbamoyl)phenoxy)-3-((dimethylamino)methyl)phenyl)acetic acid (0.005 g). MS −465.1 [M−1].

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-10c338e6eebf40a9847ace39c28711eb
Source dataset
uspto-grants-2013_07
Patent number
US08492437B2

Reaction notes

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