Trifluoroacetic acid → HCID 53920015, compound

HRID 1934650Notes

Reaction equation

HRID 1934650 reaction equation
C([O:5][C:6]([C@@H:8]([NH:10][C:11]1[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][C:12]=1[C:13]([NH:15][CH2:16][C:17]1[CH:25]=[CH:24][C:20]2[O:21][CH2:22][O:23][C:19]=2[CH:18]=1)=[O:14])[CH3:9])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:6]([C@@H:8]([NH:10][C:11]1[CH:29]=[CH:28][C:27]([N+:30]([O-:32])=[O:31])=[CH:26][C:12]=1[C:13]([NH:15][CH2:16][C:17]1[CH:25]=[CH:24][C:20]2[O:21][CH2:22][O:23][C:19]=2[CH:18]=1)=[O:14])[CH3:9])([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54119455HCID 54119455, compound

Product 1

HCID 53920015HCID 53920015, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (S)-2-[1-(tert-butoxycarbonyl)ethylamino]-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide (104 mg) in dichloromethane (1.5 mL) was added trifluoroacetic acid (0.6 mL), and the mixture was stirred for 2 hour at ambient temperature. The resulting mixture was evaporated in vacuo and the residue was triturated with diethyl ether to give (S)-2-(1-carboxyethylamino)-5-nitro-N-(1,3-benzodioxol-5-ylmethyl)benzamide (76 mg) as a solid substance.

Workup

  1. customThe resulting mixture was evaporated in vacuo
  2. customthe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-9f4e8948c1a847f882ff39ffdb2a3785
Source dataset
uspto-grants-2002_05
Patent number
US06384080B1

Reaction notes

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