Hydrazine hydrate (1:1) → N-{(1R,3S)-3-[(benzyloxy)methyl]cyclopentyl}-6-hydrazinyl-N-methylpyridine-3-sulfonamide

HRID 45258Notes

Reaction equation

HRID 45258 reaction equation
[CH2:1]([O:8][CH2:9][C@H:10]1[CH2:14][CH2:13][C@@H:12]([N:15]([CH3:26])[S:16]([C:19]2[CH:20]=[N:21][C:22](Cl)=[CH:23][CH:24]=2)(=[O:18])=[O:17])[CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:28][NH2:29]>>[CH2:1]([O:8][CH2:9][C@H:10]1[CH2:14][CH2:13][C@@H:12]([N:15]([CH3:26])[S:16]([C:19]2[CH:20]=[N:21][C:22]([NH:28][NH2:29])=[CH:23][CH:24]=2)(=[O:18])=[O:17])[CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86659752N-{(1R,3S)-3-[(benzyloxy)methyl]cyclopentyl}-6-chloro-N-methylpyridine-3-sulfonamide

Product 1

HCID 86659754N-{(1R,3S)-3-[(benzyloxy)methyl]cyclopentyl}-6-hydrazinyl-N-methylpyridine-3-sulfonamideYield 86%

Procedure

According to process 5.2, starting with 0.58 g of N-{(1R,3S)-3-[(benzyloxy)methyl]-cyclopentyl}-6-chloro-N-methylpyridine-3-sulfonamide and 0.15 mL of hydrazine hydrate, 0.49 g of N-{(1R,3S)-3-[(benzyloxy)methyl]cyclopentyl}-6-hydrazinyl-N-methylpyridine-3-sulfonamide is obtained.

Sources & evidence

ORD record
ord-1bc3c03c73a441b1bbc03c4784f126cc
Source dataset
uspto-grants-2013_09
Patent number
US08541455B2

Reaction notes

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