Trifluoroacetic acid → HCID 10049438, compound

HRID 2212573Notes

Reaction equation

HRID 2212573 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH:15]([C:37](=[O:40])[NH:38][OH:39])[CH:16]([OH:36])[C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[C:34]4[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=4)[N:28]=[C:27]([CH3:35])[CH:26]=3)=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:36][CH:16]([C:17]1[CH:18]=[CH:19][C:20]([O:23][CH2:24][C:25]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:28]=[C:27]([CH3:35])[CH:26]=2)=[CH:21][CH:22]=1)[CH:15]([CH2:14][N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[C:37]([NH:38][OH:39])=[O:40]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10325262HCID 10325262, compound

Product 1

HCID 10049438HCID 10049438, compoundYield 154.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-{3-Hydroxy-2-hydroxycarbamoyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propyl}-piperazine-1-carboxylic acid tert-butyl ester (0.077 g, 0.099 mmol) from Example 19 was taken up in methylene chloride (3 mL) and TFA (2 mL) under nitrogen atmosphere at room temperature. The reaction was complete after 2 h, was concentrated, taken up in water (5 mL), and freeze-dried to give the title compound (0.069 g, 88%) as a white solid. MS found: (M+H)+=451.

Workup

  1. customat room temperature
  2. concentrationwas concentrated
  3. customfreeze-dried

Sources & evidence

ORD record
ord-fa900518737d4345bdab67d4139cedd2
Source dataset
uspto-grants-2006_09
Patent number
US07102008B2

Reaction notes

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