Dimethylamine → 5-bromo-N,N-dimethyl-2,3-dihydro-1H-indole-6-sulfonamide

Reaction equation

[CH3:1][NH:2][CH3:3].C([N:7]1[C:15]2[C:10](=[CH:11][C:12]([Br:20])=[C:13]([S:16](Cl)(=[O:18])=[O:17])[CH:14]=2)[CH2:9][CH2:8]1)(=O)C>>[CH3:1][N:2]([CH3:3])[S:16]([C:13]1[CH:14]=[C:15]2[C:10]([CH2:9][CH2:8][NH:7]2)=[CH:11][C:12]=1[Br:20])(=[O:18])=[O:17]

Participants

Reactant 2

HCID 674Dimethylamine

HCID 140245841-acetyl-5-bromo-2,3-dihydro-1H-indole-6-sulfonyl chloride

Product 1

HCID 709806875-bromo-N,N-dimethyl-2,3-dihydro-1H-indole-6-sulfonamide

Procedure

Starting with dimethylamine and 1-acetyl-5-bromo-2,3-dihydro-1H-indole-6-sulfonyl chloride, the title compound was prepared by using similar methods to those described for Preparation 27.1H NMR (DMSO-d6): 7.40 (1H, s), 7.01 (1H, s), 3.51 (2H, t), 3.01 (2H, t), 2.77 (6H, s).

Workup

customthose described for Preparation 27.1H NMR (DMSO-d6): 7.40 (1H, s), 7.01 (1H, s), 3.51 (2H, t), 3.01 (2H, t), 2.77 (6H, s)

Sources & evidence

ORD record: ord-0038fe9784bb4dd794ef194bde350b58
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018214B2

Reaction notes

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