Trifluoroacetic acid → HCID 86636290, compound

HRID 541927Notes

Reaction equation

HRID 541927 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][CH:25]=1)[CH2:7][NH:8][C:9]1[CH:10]=[C:11]([NH:15]C(=O)OC(C)(C)C)[CH:12]=[CH:13][CH:14]=1)([O-:3])=[O:2].[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>ClCCl>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[N+:1]([C:4]1[CH:5]=[C:6]([CH:23]=[CH:24][CH:25]=1)[CH2:7][NH:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH2:15])[CH:10]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57961759HCID 57961759, compound

Product 1

HCID 86636290HCID 86636290, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-butyl {3-[(3-nitrobenzyl)amino]phenyl}carbamate (100 mg, 0.3 mmol) in dichloromethane (3 mL) and trifluoroacetic acid (3 mL) was stirred at 25° C. for 1 h. The reaction mixture was concentrated to a crude residue. This material was purified by preparative LCMS to give the desired product (110 mg, 79%) as a solid. LCMS for C13H14N3O2 (M+H)+: m/z=244.0.

Workup

  1. concentrationThe reaction mixture was concentrated to a crude residue
  2. customThis material was purified by preparative LCMS

Sources & evidence

ORD record
ord-87e4e4bda0d649fd972ca6b254bb365a
Source dataset
uspto-grants-2014_10
Patent number
US08871753B2

Reaction notes

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