4-Methylmorpholine → [(Z)-[amino-[(2S)-1-(cyclohexylmethylsulfonyl)piperidin-2-yl]methylidene]amino] formate

HRID 397687Notes

Reaction equation

HRID 397687 reaction equation
[CH:1]1([CH2:7][S:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]2/[C:17](=[N:19]/[OH:20])/[NH2:18])(=[O:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN1CC[O:25][CH2:24]C1.O.OC1C2N=NNC=2C=CC=1.Cl.CN(C)CCCN=C=NCC>C(O)=O>[CH:1]1([CH2:7][S:8]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@H:12]2/[C:17](=[N:19]/[O:20][CH:24]=[O:25])/[NH2:18])(=[O:9])=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 59085897(2S)-1-(cyclohexylmethylsulfonyl)-N'-hydroxypiperidine-2-carboximidamideHCID 178526939HCID 178526939, compound

Product 1

HCID 59085934[(Z)-[amino-[(2S)-1-(cyclohexylmethylsulfonyl)piperidin-2-yl]methylidene]amino] formate

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The title compound was prepared by a similar method to Preparation 5 from (Z)-(2S)-1-[cyclohexylmethylsulfonyl]-N′2-hydroxy-2-piperidinecarboximidamide [see Preparation 28], formic acid, N-methyl morpholine, hydroxybenzotriazole hydrate and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, to afford (Z)-(2S)-1-[(cyclohexylmethyl)sulfonyl]-N′2-(formyloxy)-2-piperidinecarboximidamide as a colourless oil.

Sources & evidence

ORD record
ord-791fcf28bae742699ce7906d3dab081c
Source dataset
uspto-grants-2003_08
Patent number
US06610707B1

Reaction notes

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