Trifluoroacetic acid → HCID 22467525, compound

HRID 1934654Notes

Reaction equation

HRID 1934654 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]2[CH:33]=[CH:32][C:31]([N+:34]([O-:36])=[O:35])=[CH:30][C:16]=2[C:17]([NH:19][CH2:20][C:21]2[CH:29]=[CH:28][C:24]3[O:25][CH2:26][O:27][C:23]=3[CH:22]=2)=[O:18])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[N+:34]([C:31]1[CH:32]=[CH:33][C:15]([NH:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[C:16]([CH:30]=1)[C:17]([NH:19][CH2:20][C:21]1[CH:29]=[CH:28][C:24]2[O:25][CH2:26][O:27][C:23]=2[CH:22]=1)=[O:18])([O-:36])=[O:35]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22467571HCID 22467571, compound

Product 1

HCID 22467525HCID 22467525, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-[1-(tert-butoxycarbonyl)-4-piperidinylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide(469 mg) in dichloromethane (6 mL) was added trifluoroacetic acid (1.07 g), and the mixture was stirred for 4 hours at ambient temperature. The reaction mixture was washed with 1N-sodium hydroxide solution, water and brine. Then, the resultant was dried over magnesium sulfate and evaporated in vacuo. The residue was triturated with diisopropyl ether to give 5-nitro-2-(4-piperidinylamino)-N-(1,3-benzodioxol-5-ylmethyl)benzamide as yellow powders (335 mg).

Workup

  1. washThe reaction mixture was washed with 1N-sodium hydroxide solution, water and brine
  2. dry with materialThen, the resultant was dried over magnesium sulfate
  3. customevaporated in vacuo
  4. customThe residue was triturated with diisopropyl ether

Sources & evidence

ORD record
ord-e2cf268fa5394965bf9888081c1fa702
Source dataset
uspto-grants-2002_05
Patent number
US06384080B1

Reaction notes

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