Trifluoroacetic acid → HCID 22727262, compound

HRID 2086320Notes

Reaction equation

HRID 2086320 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([N:21]([CH2:35][C:36]([O:38]C(C)(C)C)=[O:37])[CH:22]3[CH2:27][CH2:26][N:25]([C:28]4[CH:33]=[CH:32][N:31]=[C:30]([CH3:34])[CH:29]=4)[CH2:24][CH2:23]3)[C:17](=[O:43])[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.F[C:45](F)(F)[C:46](O)=O>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([N:21]([CH:35]([CH2:45][CH3:46])[C:36]([OH:38])=[O:37])[CH:22]3[CH2:23][CH2:24][N:25]([C:28]4[CH:33]=[CH:32][N:31]=[C:30]([CH3:34])[CH:29]=4)[CH2:26][CH2:27]3)[C:17](=[O:43])[CH2:16]1)(=[O:13])=[O:14])[CH:6]=[CH:5]2

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86759425HCID 86759425, compound

Product 1

HCID 22727262HCID 22727262, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of tert-butyl {[4-(6-chloronaphthalene-2-sulfonyl)-2-oxo-1-piperazinyl][1-(2-methyl-4-pyridinyl)-4-piperidinyl]amino}acetate (135 g) obtained in Example 144 and toluene (1 ml) was combined with trifluoroacetic acid (1 ml) and stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified on a CHP-20 column (water→1% conc. aqueous ammonia-containing 25% aqueous solution of acetonitrile) to obtain the title compound (0.75 mg) as a colorless powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified on a CHP-20 column (water→1% conc. aqueous ammonia-containing 25% aqueous solution of acetonitrile)

Sources & evidence

ORD record
ord-c1e93a4f3e2c41b89a4753c406ecb37b
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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