HCID 68785461, compound → HCID 178432653, compound

HRID 2098200Notes

Reaction equation

HRID 2098200 reaction equation
[CH3:1][C:2]1[N:3](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:4]=[C:5]([C:7]2[S:8][CH:9]=[CH:10][C:11]=2[NH:12][C:13](=[O:26])[CH2:14][N:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][C:16]2=[O:25])[N:6]=1>C(O)(C(F)(F)F)=O>[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([C:7]2[S:8][CH:9]=[CH:10][C:11]=2[NH:12][C:13](=[O:26])[CH2:14][N:15]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][CH2:17][C:16]2=[O:25])[N:6]=1

Participants

3

Reactant 1

HCID 68785461HCID 68785461, compound

Product 1

HCID 178432653HCID 178432653, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

N-(2-(2-methyl-1-trityl-1H-imidazol-4-yl)thiophen-3-yl)-2-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetamide (125 mg, 205 mmol) in TFA (5 ml) was stirred for 1 h. The solution was concentrated under reduced pressure and the residue was directly purified by HPLC to yield N-(2-(2-methyl-1H-imidazol-4-yl)thiophen-3-yl)-2-(2-oxo-3,4-dihydroquinolin-1(2H)-yl)acetamide. Method [8] Retention time 4.05 min by HPLC (MH+ 367). 1H NMR (300 MHz, DMSO) δ 10.28 (s, 1H), 7.57 (m, 2H), 7.43 (d, J=4.8 Hz, 2H), 7.22 (m, 2H), 6.99 (m, 2H), 4.68 (s, 2H), 2.92 (m, 2H), 2.59 (m, 2H), 2.46 (s, 3H).

Workup

  1. concentrationThe solution was concentrated under reduced pressure
  2. customthe residue was directly purified by HPLC

Sources & evidence

ORD record
ord-68a3c2d8fbab41d0a4f98da3a7e3e9e1
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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