Ammonia → AF 267B

HRID 1825844Notes

Reaction equation

HRID 1825844 reaction equation
[CH2:1]([CH:3]1[C:7](=[O:8])[NH:6][C:5]2([CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[S:4]1)[CH3:2].C(C1CCNC(=O)C1)C.SC(CC)C(O)=O.N>>[CH3:2][CH2:1][C@@H:3]1[S:4][C:5]2([CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[NH:6][C:7]1=[O:8]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 1795704-Ethyl-2-piperidinoneHCID 11528611HCID 11528611, compoundHCID 115572782-MERCAPTOBUTYRIC ACID

Product 1

HCID 10013505AF 267B

Procedure

There is also provided in accordance with an embodiment of the invention a process for the preparation of 2-ethyl-8-methyl-1-thia-4,8-diaza-spiro[4.5]decan-3-one (AF267), comprising reacting 4-ethyl piperidone with 2-mercaptobutyric acid and ammonia. In an embodiment of the invention, the process further comprising obtaining the enantiomers AF267A (R-enantiomer) and AF267B (S-enantiomer) by chiral separation.

Workup

  1. customThere is also provided in accordance with an embodiment of the invention a process

Sources & evidence

ORD record
ord-7ecdbe6d091146d0a644c7fcd6848c42
Source dataset
uspto-grants-2006_05
Patent number
US07049321B2

Reaction notes

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