Trifluoroacetic acid → HCID 10003860, compound

HRID 2212572Notes

Reaction equation

HRID 2212572 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH: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][CH: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 86591617HCID 86591617, compound

Product 1

HCID 10003860HCID 10003860, compoundYield 133.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-{3-Hydroxy-2-hydroxycarbamoyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propyl}-piperidine-1-carboxylic acid tert-butyl ester (0.05 g, 0.075 mmol) from Example 17 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 (0.045 g, 88%) as a white solid. MS found: (M+H)+=450.

Workup

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

Sources & evidence

ORD record
ord-a39e8ceeaff74e7084aa9dcfbcf4e3ff
Source dataset
uspto-grants-2006_09
Patent number
US07102008B2

Reaction notes

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