4-Methylmorpholine → N'1-[((2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidylcarbonyl)oxy]ethanimidamide

HRID 397691Notes

Reaction equation

HRID 397691 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]2[C:17]([OH:19])=[O:18])(=[O:10])=[O:9])=[CH:4][CH:3]=1.O[N:21]=[C:22]([NH2:24])[CH3:23].CN1CCOCC1.O.OC1C2N=NNC=2C=CC=1.Cl.CN(C)CCCN=C=NCC>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]2[C:17]([O:19][N:21]=[C:22]([NH2:24])[CH3:23])=[O:18])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

6

Reactant 5

HCID 79724-MethylmorpholineHCID 30926N-HydroxyacetamidineHCID 768662(2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 178526939HCID 178526939, compound

Product 1

HCID 86759129N'1-[((2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidylcarbonyl)oxy]ethanimidamide

Procedure

The title compound was prepared by a similar method to Preparation 39 from (2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidinecarboxylic acid [see Preparation 38], N′1-hydroxyethanimidamide [La Manna, et al, Theochem (1990), 69, 161-68], N-methyl morpholine, hydroxybenzotriazole hydrate and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, to afford N′1-[((2S)-1-[(4-fluorophenyl)sulfonyl]-2-piperidylcarbonyl)oxy]ethanimidamide as a colourless gum.

Sources & evidence

ORD record
ord-e7677b96e87e47b1a7b81a6c1509a510
Source dataset
uspto-grants-2003_08
Patent number
US06610707B1

Reaction notes

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