HCID 68784451, compound → HCID 178490487, compound

HRID 2098198Notes

Reaction equation

HRID 2098198 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([NH:12][C:13]2[CH:17]=[CH:16][S:15][C:14]=2[C:18]2[N:19]=[C:20]([CH3:42])[N:21](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[CH:22]=2)=[O:11])=[CH:5][CH:4]=1>C(O)(C(F)(F)F)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][C:10]([NH:12][C:13]2[CH:17]=[CH:16][S:15][C:14]=2[C:18]2[N:19]=[C:20]([CH3:42])[NH:21][CH:22]=2)=[O:11])=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 68784451HCID 68784451, compound

Product 1

HCID 178490487HCID 178490487, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2-(4-methoxyphenyl)-N-(2-(2-methyl-1-trityl-1H-imidazol-4-yl)thiophen-3-yl)acetamide (540 mg, 948 mmol) in TFA (10 ml) was stirred for 1 h. The solution was concentrated under reduced pressure and the residue was directly purified by HPLC to yield 2-(4-methoxyphenyl)-N-(2-(2-methyl-1H-imidazol-4-yl)thiophen-3-yl)acetamide. Method [8] Retention time 3.52 min by HPLC (MH+ 328). 1H NMR (300 MHz, DMSO) δ 10.02 (s, 1H), 7.60 (d, J=5.4 Hz, 1H), 7.53 (s, 1H), 7.40 (d, J=5.4 Hz, 1H), 7.23 (d, J=8.7 Hz, 2H), 6.89 (d, J=8.9 Hz, 2H), 3.73 (s, 3H).

Workup

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

Sources & evidence

ORD record
ord-5de33ddde272478abfa2b4b2870c3e5a
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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