Methyl iodide → N-{(1R,3S)-3-[(benzyloxy)methyl]cyclopentyl}-6-chloro-N-methylpyridine-3-sulfonamide

HRID 45257Notes

Reaction equation

[CH3:1]N(C)C1C=C(C=CC=1)CC1C(=O)N(C2N=CC(S(N(CC)C3C=CC=CC=3)(=O)=O)=CC=2)NC=1C.[CH2:36]([O:43][CH2:44][C@H:45]1[CH2:49][CH2:48][C@@H:47]([NH:50][S:51]([C:54]2[CH:55]=[N:56][C:57]([Cl:60])=[CH:58][CH:59]=2)(=[O:53])=[O:52])[CH2:46]1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1.CI>>[CH2:36]([O:43][CH2:44][C@H:45]1[CH2:49][CH2:48][C@@H:47]([N:50]([CH3:1])[S:51]([C:54]2[CH:55]=[N:56][C:57]([Cl:60])=[CH:58][CH:59]=2)(=[O:53])=[O:52])[CH2:46]1)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 46701889HCID 46701889, compound

HCID 86659753HCID 86659753, compound

Product 1

HCID 86659752N-{(1R,3S)-3-[(benzyloxy)methyl]cyclopentyl}-6-chloro-N-methylpyridine-3-sulfonamideYield 86%

Procedure

According to process 23.2, starting with 0.66 g of 4 N-{(1R,3S)-3-[(benzyloxy)methyl]cyclopentyl}-6-chloropyridine-3-sulfonamide and 0.22 mL of methyl iodide, 0.58 g of N-{(1R,3S)-3-[(benzyloxy)methyl]cyclopentyl}-6-chloro-N-methylpyridine-3-sulfonamide is obtained in the form of an oil.

Sources & evidence

ORD record: ord-48a7993569234b09b01c2e162858ac2c
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541455B2

Reaction notes

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