Ethanesulfonyl chloride → N-(4-bromo-6,7-dihydro-5H-cyclopenta[c]pyridin-7-yl)ethanesulfonamide

Reaction equation

[Br:1][C:2]1[C:3]2[CH2:10][CH2:9][CH:8]([NH2:11])[C:4]=2[CH:5]=[N:6][CH:7]=1.[CH2:12]([S:14](Cl)(=[O:16])=[O:15])[CH3:13]>>[Br:1][C:2]1[C:3]2[CH2:10][CH2:9][CH:8]([NH:11][S:14]([CH2:12][CH3:13])(=[O:16])=[O:15])[C:4]=2[CH:5]=[N:6][CH:7]=1

Participants

Reactant 2

HCID 11667Ethanesulfonyl chloride

HCID 717438934-Bromo-6,7-dihydro-5H-cyclopenta[C]pyridin-7-amine

Product 1

HCID 89456129N-(4-bromo-6,7-dihydro-5H-cyclopenta[c]pyridin-7-yl)ethanesulfonamideYield 94%

Procedure

In analogy to the procedure described for the preparation of example 2, (rac)-4-bromo-6,7-dihydro-5H-cyclopenta[c]pyridin-7-amine (intermediate A-4 [C]) and ethanesulfonyl chloride gave the title compound as a grey solid in 94% yield. MS: 304.99 (M+H+, 1 Br).

Sources & evidence

ORD record: ord-ea022da9c9034ecaadb61f10116019c6
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09187429B2

Reaction notes

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