Trifluoroacetic acid → HCID 68456794, compound

HRID 2358436Notes

Reaction equation

HRID 2358436 reaction equation
C(OC(=O)[NH:7][CH:8]([C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[C:12]([C:21]#[C:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:11]=1)[CH3:9])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:20][S:17]([NH:16][C:13]1[CH:14]=[CH:15][C:10]([CH:8]([NH2:7])[CH3:9])=[CH:11][C:12]=1[C:21]#[C:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)(=[O:19])=[O:18]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 76587256HCID 76587256, compound

Product 1

HCID 68456794HCID 68456794, compoundYield 193.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

[1-(4-Methanesulfonylamino-3-phenylethynylphenyl)ethyl]carbamic acid tert-butyl ester (300 mg, 0.724 mmol) and trifluoroacetic acid (279 μl, 3.619 mmol, 3 eq) were added in methylene chloride. The reaction mixture was stirred for 24 hrs. A reaction solvent was removed in vacuo to yield 1-(4-methanesulfonylamino-3-phenylethynylphenyl)ethylamine (440.1 mg, 100%).

Workup

  1. customA reaction solvent was removed in vacuo

Sources & evidence

ORD record
ord-c91317e1a42b47cda8bdcbaecd265f2d
Source dataset
uspto-grants-2010_07
Patent number
US07763657B2

Reaction notes

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