5-bromo-N-(1-hydroxy-2-methylpropan-2-yl)pyridine-3-sulfonamide → 5-[8-Methyl-6-(4-trifluoromethyl-phenyl)-imidazo [1,2-a]pyridin-3-ylethynyl]-pyridine-3-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide

HRID 2238151Notes

Reaction equation

HRID 2238151 reaction equation
[C:1]([C:3]1[N:7]2[CH:8]=[C:9]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=3)[CH:10]=[C:11]([CH3:12])[C:6]2=[N:5][CH:4]=1)#[CH:2].[OH:23][CH2:24][C:25]([NH:28][S:29]([C:32]1[CH:33]=[N:34][CH:35]=[C:36](Br)[CH:37]=1)(=[O:31])=[O:30])([CH3:27])[CH3:26]>>[OH:23][CH2:24][C:25]([NH:28][S:29]([C:32]1[CH:33]=[N:34][CH:35]=[C:36]([C:2]#[C:1][C:3]2[N:7]3[CH:8]=[C:9]([C:13]4[CH:18]=[CH:17][C:16]([C:19]([F:21])([F:22])[F:20])=[CH:15][CH:14]=4)[CH:10]=[C:11]([CH3:12])[C:6]3=[N:5][CH:4]=2)[CH:37]=1)(=[O:31])=[O:30])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 602093435-bromo-N-(1-hydroxy-2-methylpropan-2-yl)pyridine-3-sulfonamideHCID 866080953-Ethynyl-8-methyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine

Product 1

HCID 167384445-[8-Methyl-6-(4-trifluoromethyl-phenyl)-imidazo [1,2-a]pyridin-3-ylethynyl]-pyridine-3-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide

Procedure

The title compound was prepared from 3-ethynyl-8-methyl-6-(4-trifluoromethyl-phenyl)-imidazo[1,2-a]pyridine (example C.20) (300 mg, 1 mmol) and 5-bromo-pyridine-3-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (example B.2) (278 mg, 0.9 mmol) according to general procedure II. Obtained as a white solid (60 mg, 11%). MS (ISP) 529.1 [(M+H)+]; mp 189° C.

Sources & evidence

ORD record
ord-39a4d2df11eb4e459e1ec2408134bc65
Source dataset
uspto-grants-2010_05
Patent number
US07718661B2

Reaction notes

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