Maleic Acid → HCID 71577878, compound

HRID 1043542Notes

Reaction equation

HRID 1043542 reaction equation
[F:1][C:2]([F:32])([F:31])[O:3][C:4]1[CH:30]=[CH:29][C:7]([O:8][CH:9]2[CH2:12][N:11]([CH2:13][C:14]([NH:16][C@@H:17]3[CH2:22][O:21][C:20]4=[N:23][C:24]([N+:26]([O-:28])=[O:27])=[CH:25][N:19]4[CH2:18]3)=[O:15])[CH2:10]2)=[CH:6][CH:5]=1.[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37]>C(O)(C)C>[C:33]([OH:40])(=[O:39])/[CH:34]=[CH:35]\[C:36]([OH:38])=[O:37].[F:32][C:2]([F:1])([F:31])[O:3][C:4]1[CH:30]=[CH:29][C:7]([O:8][CH:9]2[CH2:12][N:11]([CH2:13][C:14]([NH:16][C@@H:17]3[CH2:22][O:21][C:20]4=[N:23][C:24]([N+:26]([O-:28])=[O:27])=[CH:25][N:19]4[CH2:18]3)=[O:15])[CH2:10]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 71577879HCID 71577879, compound

Product 1

HCID 71577878HCID 71577878, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

2-(3-(4-(trifluoromethoxy)phenoxy)azetidin-1-yl)-N—((S)-6,7-dihydro-2-nitro-5H-imidazo[2,1-b][1,3]oxazin-6-yl)acetamide (33 mg, 0.07 mmol) was dissolved in isopropanol (2 mL), added dropwise maleic acid (8 mg, 0.08 mmol) in isopropanol solution at room temperature, after which stirred for 10 min, filtered, recrystallize to give 18 mg light yellow solid, yield was 45%.

Workup

  1. filtrationfiltered
  2. customrecrystallize

Sources & evidence

ORD record
ord-776977053c614b6a8c88b7ef5400c71c
Source dataset
uspto-grants-2013_10
Patent number
US08563547B2

Reaction notes

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