Trifluoroacetic acid → 3-({6-[(2-{4-[(Biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}amino)benzoic acid

HRID 446540Notes

Reaction equation

HRID 446540 reaction equation
[C:1]1([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([O:10][CH:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]([CH3:41])[C:20](=[O:40])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]2[CH:28]=[C:29]([CH:37]=[CH:38][CH:39]=2)[C:30]([O:32]C(C)(C)C)=[O:31])[CH2:13][CH2:12]1)=[O:9].FC(F)(F)C(O)=O>ClCCl>[C:1]1([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]([O:10][CH:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][N:19]([CH3:41])[C:20](=[O:40])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][NH:26][C:27]2[CH:28]=[C:29]([CH:37]=[CH:38][CH:39]=2)[C:30]([OH:32])=[O:31])[CH2:13][CH2:12]1)=[O:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86663445tert-Butyl 3-({6-[(2-{4-[(biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}amino)benzoate

Product 1

HCID 666716973-({6-[(2-{4-[(Biphenyl-2-ylcarbamoyl)oxy]piperidin-1-yl}ethyl)(methyl)amino]-6-oxohexyl}amino)benzoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The compound (80.0 mg, 0.124 mmol) obtained in Example 43a was dissolved in dichloromethane (6 mL), trifluoroacetic acid (1 mL) was added under ice cooling, and the mixture was stirred at room temperature under a nitrogen atmosphere for 1.5 hours. After the reaction was completed, the mixture was concentrated under reduced pressure to give a crude title compound.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-6e6e2ac1ef8947408a92c3acb291a1ad
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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