(2S)-2-methylpyrrolidine → 2-{4-[4-((S)-2-Methyl-pyrrolidin-1-yl)-cyclohexyl]-phenyl}-8-oxa-2-aza-spiro[4.5]decan-1-one

HRID 1027426Notes

Reaction equation

HRID 1027426 reaction equation
[O:1]=[C:2]1[C:6]2([CH2:11][CH2:10][O:9][CH2:8][CH2:7]2)[CH2:5][CH2:4][N:3]1[C:12]1[CH:17]=[CH:16][C:15]([C@@H:18]2[CH2:23][CH2:22][C@H:21](OS(C)(=O)=O)[CH2:20][CH2:19]2)=[CH:14][CH:13]=1.[CH3:29][C@H:30]1[CH2:34][CH2:33][CH2:32][NH:31]1>>[CH3:29][C@H:30]1[CH2:34][CH2:33][CH2:32][N:31]1[CH:21]1[CH2:20][CH2:19][CH:18]([C:15]2[CH:14]=[CH:13][C:12]([N:3]3[CH2:4][CH2:5][C:6]4([CH2:7][CH2:8][O:9][CH2:10][CH2:11]4)[C:2]3=[O:1])=[CH:17][CH:16]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 6999702(2S)-2-methylpyrrolidineHCID 178505315HCID 178505315, compound2×

Product 1

HCID 545918412-{4-[4-((S)-2-Methyl-pyrrolidin-1-yl)-cyclohexyl]-phenyl}-8-oxa-2-aza-spiro[4.5]decan-1-one

Procedure

The title compound was synthesized in the manner essentially the same as the Example 9 by condensing cis-methanesulfonic acid 4-[4-(1-oxo-8-oxa-2-aza-spiro[4.5]dec-2-yl)-phenyl]-cyclohexyl ester (Intermediate 21) (30 mg, 0.07 mmol, 1 equiv.) and (S)-2-methylpyrrolidine.

Sources & evidence

ORD record
ord-56d2b970144f4e20babe35f99c241831
Source dataset
uspto-grants-2014_05
Patent number
US08735385B2

Reaction notes

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