HCID 68207020, compound → 2-(2-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)ethoxy)-N-((S)-6,7-dihydro-2-nitro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)acetamide

HRID 1043550Notes

Reaction equation

HRID 1043550 reaction equation
Cl[CH2:2][C:3]([NH:5][C@@H:6]1[CH2:11][O:10][C:9]2=[N:12][C:13]([N+:15]([O-:17])=[O:16])=[CH:14][N:8]2[CH2:7]1)=[O:4].[F:18][C:19]([F:38])([F:37])[O:20][C:21]1[CH:36]=[CH:35][C:24]([O:25][CH:26]2[CH2:31][CH2:30][N:29]([CH2:32][CH2:33][OH:34])[CH2:28][CH2:27]2)=[CH:23][CH:22]=1>>[F:38][C:19]([F:18])([F:37])[O:20][C:21]1[CH:22]=[CH:23][C:24]([O:25][CH:26]2[CH2:31][CH2:30][N:29]([CH2:32][CH2:33][O:34][CH2:2][C:3]([NH:5][C@@H:6]3[CH2:11][O:10][C:9]4=[N:12][C:13]([N+:15]([O-:17])=[O:16])=[CH:14][N:8]4[CH2:7]3)=[O:4])[CH2:28][CH2:27]2)=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 68207020HCID 68207020, compoundHCID 68207026(S)-2-chloro-N-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)acetamide

Product 1

HCID 866859172-(2-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)ethoxy)-N-((S)-6,7-dihydro-2-nitro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)acetamideYield 47.2%

Procedure

Similar to the manipulation of example 1, with (S)-2-chloro-N-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)acetamide (130 mg, 0.50 mmol) and 2-(4-(4-(trifluoromethoxy)phenoxy)piperidin-1-yl)ethanol (305 mg, 1.0 mmol) as crude materials, 125 mg title compound was generated and yield was 47%.

Sources & evidence

ORD record
ord-74770f06fd6a41c6b2489a923b17a860
Source dataset
uspto-grants-2013_10
Patent number
US08563547B2

Reaction notes

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