Morpholine → biphenyl-4-ylcarbonyl-5-(2-morpholin-4yl-2-oxoethyl) pyrrolidin-3-one O-methyloxime

HRID 225968Notes

Reaction equation

HRID 225968 reaction equation
[C:1]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:6]=[CH:5][C:4]([C:7]([N:9]2[CH2:13][C:12](=[N:14][O:15][CH3:16])[CH2:11][C@H:10]2[CH2:17][C:18]([OH:20])=O)=[O:8])=[CH:3][CH:2]=1.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>>[CH3:16][O:15][N:14]=[C:12]1[CH2:11][CH:10]([CH2:17][C:18]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[O:20])[N:9]([C:7]([C:4]2[CH:3]=[CH:2][C:1]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[CH:6][CH:5]=2)=[O:8])[CH2:13]1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 131727525[(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl] acetic acid2×

Product 1

HCID 57754015biphenyl-4-ylcarbonyl-5-(2-morpholin-4yl-2-oxoethyl) pyrrolidin-3-one O-methyloximeYield 98%

Procedure

The same method as employed in the preparation of Example 7, but starting from [(2S,4EZ)-1-(biphenyl-4-ylcarbonyl)-4-(methoxyimino)pyrrolidin-2-yl]acetic acid (Intermediate 7) and morpholine, gave the title compound. Yield: 98%. HPLC purity: 100%

Workup

  1. customThe same method as employed in the preparation of Example 7

Sources & evidence

ORD record
ord-4c7214504eeb4860acabb139b626737b
Source dataset
uspto-grants-2009_07
Patent number
US07557136B2

Reaction notes

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