Potassium Carbonate → HCID 178490930, compound

HRID 705336Notes

Reaction equation

HRID 705336 reaction equation
[CH:1]1([C:4]2[C:5]([N:26]([CH2:31][C:32]3[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][CH:33]=3)[S:27]([CH3:30])(=[O:29])=[O:28])=[CH:6][C:7]3[O:11][C:10]([C:12]4[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=4)=[C:9]([C:19]4[NH:20][CH2:21][CH:22]([CH3:24])[N:23]=4)[C:8]=3[CH:25]=2)[CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].C(O)(=O)C.C(O)(=O)C.IC1C=CC=CC=1>CS(C)=O>[CH:1]1([C:4]2[C:5]([N:26]([CH2:31][C:32]3[CH:33]=[CH:34][C:35]([O:38][CH3:39])=[CH:36][CH:37]=3)[S:27]([CH3:30])(=[O:29])=[O:28])=[CH:6][C:7]3[O:11][C:10]([C:12]4[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=4)=[C:9]([C:19]4[NH:20][CH:21]=[C:22]([CH3:24])[N:23]=4)[C:8]=3[CH:25]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12217721Iodo benzene diacetateHCID 178490929HCID 178490929, compound

Product 1

HCID 178490930HCID 178490930, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared according to the procedure described in Example 1N using the imidazoline prepared in Example 2A (0.816 g, 1.49 mmol), anhydrous dimethyl sulfoxide (7.5 mL), powdered potassium carbonate (0.412 g, 2.98 mmol) and iodobenzene diacetate (0.528 g, 1.639 mmol) giving the title compound as a tan solid (0.65 g, 71%). 1H NMR (300 MHz, DMSO-d6) δ ppm 0.19-0.41 (m, 1H) 0.64-1.02 (m, 2H) 2.18-2.32 (m, 2H) 2.37 (s, 3H) 3.23 (s, 3H) 3.68 (s, 3H) 4.67-4.79 (m, 1H) 4.81-4.97 (m, 1H) 6.80 (d, J=8.82 Hz, 2H) 6.98 (s, 1H) 7.07-7.25 (m, 2H) 7.33-7.49 (m, 2H) 7.54-7.74 (m, 3H) 7.92 (s, 1H) 14.47 (s, 1H); MS (ESI+) m/z 546.1 (M+H)+, (ESI−) 544.1 (M−H)−.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-b93af2333c21447abc23e9f8b9cb291f
Source dataset
uspto-grants-2015_11
Patent number
US09173887B2

Reaction notes

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