Trifluoroacetic acid → HCID 69316672, compound

HRID 2253472Notes

Reaction equation

HRID 2253472 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14](=[O:43])(=[O:42])[NH:15][C:16](=[O:41])[CH:17]=[CH:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:27][CH3:28])=[CH:21][CH:20]=2)=[CH:10][CH:9]=1)(C)(C)C.FC(F)(F)C(O)=O>>[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([NH:15][C:16](=[O:41])[CH:17]=[CH:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[C:26]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH2:27][CH3:28])=[CH:21][CH:20]=2)(=[O:43])=[O:42])=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69780668HCID 69780668, compound

Product 1

HCID 69316672HCID 69316672, compound

Procedure

Prepared by treating 1y with trifluoroacetic acid (50% in CH2Cl2). Yield (92%); 1H NMR (d6-DMSO) δ 11.71 (br s, 1H), 7.51 (d, J=8.7 Hz, 2H), 7.38-7.07 (m, 13H), 6.83 (d, J=8.1 Hz, 2H), 6.55 (d, J=8.7 Hz, 2H), 6.37 (d, J=15.7 Hz, 1H), 2.35 (q, J=7.4 Hz, 2H), 1.44 (s, 9H), 0.82 (t, J=7.3 Hz, 3H); APcI m/z: 507 (M−H−).

Workup

  1. customPrepared
  2. customYield (92%)

Sources & evidence

ORD record
ord-d6f216420ded418ba797d56faa28c724
Source dataset
uspto-grants-2008_01
Patent number
US07323587B2

Reaction notes

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