(S)-2-chloro-N-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)acetamide → HCID 71577722, compound

HRID 1043546Notes

Reaction equation

HRID 1043546 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:39])([F:38])[CH2:20][O:21][CH2:22][CH2:23][O:24][C:25]1[CH:37]=[CH:36][C:28]([O:29][CH:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[CH:27][CH:26]=1>>[F:39][C:19]([F:18])([F:38])[CH2:20][O:21][CH2:22][CH2:23][O:24][C:25]1[CH:26]=[CH:27][C:28]([O:29][CH:30]2[CH2:35][CH2:34][N:33]([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])[CH2:32][CH2:31]2)=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 68207026(S)-2-chloro-N-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)acetamideHCID 86685914HCID 86685914, compound

Product 1

HCID 71577722HCID 71577722, compoundYield 27.6%

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 4-(4-(2-(2,2,2-trifluoroethoxy)ethoxy)phenoxy)piperidine (319 mg, 1.0 mmol) as crude materials, 75 mg title compound was generated and yield was 27%.

Sources & evidence

ORD record
ord-fef0c2b5aa534a3a9d28f3a689bc5acd
Source dataset
uspto-grants-2013_10
Patent number
US08563547B2

Reaction notes

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