Trifluoroacetic acid → HCID 21966708, compound

HRID 2212574Notes

Reaction equation

HRID 2212574 reaction equation
C(OC(=O)[N:7]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH2:8][CH:9]([C:31](=[O:34])[NH:32][OH:33])[CH:10]([OH:30])[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]([CH3:29])[CH:20]=2)=[CH:13][CH:12]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:35]([NH:7][CH2:8][CH:9]([CH:10]([OH:30])[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:22]=[C:21]([CH3:29])[CH:20]=2)=[CH:13][CH:12]=1)[C:31]([NH:32][OH:33])=[O:34])[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10008234HCID 10008234, compound

Product 1

HCID 21966708HCID 21966708, compoundYield 154.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Benzyl-{3-hydroxy-2-hydroxycarbamoyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-propyl}-carbamic acid tert-butyl ester (0.07 g, 0.10 mmol) from Example 21 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 (0.073 g, 100%) as a white solid. MS found: (M+H)+=472.

Workup

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

Sources & evidence

ORD record
ord-7fa5728823c84523a1e60bc870f39faf
Source dataset
uspto-grants-2006_09
Patent number
US07102008B2

Reaction notes

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