5-Bromopyridine-3-sulfonamide → 5-[6-(4-Chloro-phenyl)-8-methyl-imidazo[1,2-a]pyridin-3-ylethynyl]-pyridine-3-sulfonic acid amide

HRID 269290Notes

Reaction equation

HRID 269290 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([CH3:19])[C:11]3[N:12]([C:14]([C:17]#[CH:18])=[CH:15][N:16]=3)[CH:13]=2)=[CH:4][CH:3]=1.Br[C:21]1[CH:22]=[C:23]([S:27]([NH2:30])(=[O:29])=[O:28])[CH:24]=[N:25][CH:26]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[C:10]([CH3:19])[C:11]3[N:12]([C:14]([C:17]#[C:18][C:21]4[CH:22]=[C:23]([S:27]([NH2:30])(=[O:29])=[O:28])[CH:24]=[N:25][CH:26]=4)=[CH:15][N:16]=3)[CH:13]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 126842585-Bromopyridine-3-sulfonamideHCID 866080946-(4-Chloro-phenyl)-3-ethynyl-8-methyl-imidazo[1,2-a]pyridine

Product 1

HCID 167352695-[6-(4-Chloro-phenyl)-8-methyl-imidazo[1,2-a]pyridin-3-ylethynyl]-pyridine-3-sulfonic acid amide

Procedure

The title compound was prepared from 6-(4-chloro-phenyl)-3-ethynyl-8-methyl-imidazo[1,2-a]pyridine (example C.21) (270 mg, 1 mmol) and 5-bromo-pyridine-3-sulfonic acid amide (example B.1) (216 mg, 0.9 mmol) according to general procedure II. Obtained as a yellow solid (20 mg, 5%). MS (ISP) 495.0 [(M+H)+], 497 [(M+2+H)+]; mp 282° C.

Sources & evidence

ORD record
ord-9386ed5ac81241dd8eb82128e60241d7
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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