(R)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid → HCID 66711060, compound

HRID 1262045Notes

Reaction equation

HRID 1262045 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:12]2[CH2:17][CH2:16][CH2:15][C@H:14]([C:18]([N:20]3[CH2:25][CH2:24][N:23]([CH3:26])[CH2:22][CH2:21]3)=[O:19])[CH2:13]2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10].COC1C=C(N2CCC[C@@H](C(O)=O)C2)C=CC=1[N+]([O-])=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:12]2[CH2:17][CH2:16][CH2:15][C@@H:14]([C:18]([N:20]3[CH2:21][CH2:22][N:23]([CH3:26])[CH2:24][CH2:25]3)=[O:19])[CH2:13]2)[CH:6]=[CH:7][C:8]=1[N+:9]([O-:11])=[O:10]

Participants

3

Reactant 2

HCID 66711822(R)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acidHCID 66711868[(S)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone

Product 1

HCID 66711060HCID 66711060, compound

Procedure

[(R)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone was prepared in an analogous fashion to) [(S)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone of Example 460b replacing (S)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid with (R)-1-(3-Methoxy-4-nitro-phenyl)-piperidine-3-carboxylic acid. [(R)-1-(3-Methoxy-4-nitro-phenyl)-piperidin-3-yl]-(4-methyl-piperazin-1-yl)-methanone was isolated as a yellow oil after described extractive workup and was used without further manipulation. LC: 88% pure.

Sources & evidence

ORD record
ord-bb669547fe054709bd8650d9edb37681
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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