Hydrazine hydrate (1:1) → N-cyclopentyl-N-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-6-hydrazinylpyridine-3-sulfonamide

HRID 2199605Notes

Reaction equation

HRID 2199605 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([S:8]([N:11]([CH:20]2[CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:12][CH:13]2[CH2:17][O:16][C:15]([CH3:19])([CH3:18])[O:14]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.O.[NH2:26][NH2:27]>>[CH:20]1([N:11]([CH2:12][CH:13]2[CH2:17][O:16][C:15]([CH3:19])([CH3:18])[O:14]2)[S:8]([C:5]2[CH:6]=[N:7][C:2]([NH:26][NH2:27])=[CH:3][CH:4]=2)(=[O:10])=[O:9])[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 866599596-chloro-N-cyclopentyl-N-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]pyridine-3-sulfonamide

Product 1

HCID 67456736N-cyclopentyl-N-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-6-hydrazinylpyridine-3-sulfonamideYield 99%

Procedure

According to Process 4.2, starting with 0.92 g of 6-chloro-N-cyclopentyl-N-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]pyridine-3-sulfonamide and 0.24 mL of hydrazine hydrate, 0.85 g of N-cyclopentyl-N-[(2,2-dimethyl-1,3-dioxolan-4-yl)methyl]-6-hydrazinylpyridine-3-sulfonamide is obtained in the form of a yellow oil.

Sources & evidence

ORD record
ord-1be204e604d641f781795edba900d848
Source dataset
uspto-grants-2016_06
Patent number
US09359329B2

Reaction notes

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