4-Methylmorpholine → HCID 59085907, compound

HRID 397686Notes

Reaction equation

HRID 397686 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.[CH3:21][N:22]([CH3:28])[CH2:23][CH2:24][C:25](O)=[O:26].CN1CCOCC1.O.OC1C2N=NNC=2C=CC=1.Cl.CN(C)CCCN=C=NCC>>[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][C:25](=[O:26])[CH2:24][CH2:23][N:22]([CH3:28])[CH3:21])/[NH2:18])(=[O:9])=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

6

Reactant 5

HCID 79724-MethylmorpholineHCID 2398283-(Dimethylamino)propanoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 59085897HCID 59085897, compoundHCID 178526939HCID 178526939, compound

Product 1

HCID 59085907HCID 59085907, compound

Procedure

The title compound was prepared by the method of Preparation 5 from (Z)-(2S)-1-[cyclohexylmethylsulfonyl]-N′2-hydroxy-2-piperidinecarboximidamide [see Preparation 28], 3-(dimethylamino)propanoic acid [Papapoulos, et al, WO 9619998A1], N-methyl morpholine, hydroxybenzotriazole hydrate and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, to afford (Z)-(2S)-1-[(cyclohexylmethyl)sulfonyl]-N′2-[3-(dimethylamino)propanoyl]oxy-2-piperidinecarboximidamide as an oil.

Sources & evidence

ORD record
ord-237515ee040e45b2b234be7053388eb5
Source dataset
uspto-grants-2003_08
Patent number
US06610707B1

Reaction notes

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