Methyl 1-(2-oxoethyl)cyclohexanecarboxylate → 2-{4-[(S)-3-((S)-2-Methyl-pyrrolidin-1-yl)-cyclopentyl]-phenyl}-2-aza-spiro[4.5]decan-1-one

HRID 1027417Notes

Reaction equation

HRID 1027417 reaction equation
CO[C:3]([C:5]1([CH2:11][CH:12]=O)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:4].[CH3:14][C@H:15]1[CH2:19][CH2:18][CH2:17][N:16]1[CH:20]1[CH2:24][CH2:23][C@H:22]([C:25]2[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=2)[CH2:21]1>>[CH3:14][C@H:15]1[CH2:19][CH2:18][CH2:17][N:16]1[CH:20]1[CH2:24][CH2:23][C@H:22]([C:25]2[CH:30]=[CH:29][C:28]([N:31]3[CH2:12][CH2:11][C:5]4([CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]4)[C:3]3=[O:4])=[CH:27][CH:26]=2)[CH2:21]1

Participants

3

Reactant 2

HCID 23021124Methyl 1-(2-oxoethyl)cyclohexanecarboxylate2×HCID 674791474-[(S)-3-((S)-2-Methyl-pyrrolidin-1-yl)-cyclopentyl]-phenylamine2×

Product 1

HCID 674790562-{4-[(S)-3-((S)-2-Methyl-pyrrolidin-1-yl)-cyclopentyl]-phenyl}-2-aza-spiro[4.5]decan-1-one

Procedure

The title compound was synthesized in the manner essentially the same as the Example 1 by condensing 1-(2-oxo-ethyl)-cyclohexanecarboxylic acid methyl ester (Intermediate 6) with 4-[(S)-3-((S)-2-methyl-pyrrolidin-1-yl)-cyclopentyl]-phenylamine (Intermediate 14), and subsequently cyclization.

Sources & evidence

ORD record
ord-06d49413ef0644cca6fb4f92c1975e92
Source dataset
uspto-grants-2014_05
Patent number
US08735385B2

Reaction notes

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