5-Bromopyridine-3-sulfonamide → 5-[5-(4-Chloro-phenyl)-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-pyridine-3-sulfonic acid amide

HRID 269149Notes

Reaction equation

HRID 269149 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]3[N:14]=[CH:15][C:16]([C:17]#[CH:18])=[C:10]3[N:9]=2)=[CH:4][CH:3]=1.Br[C:20]1[CH:21]=[C:22]([S:26]([NH2:29])(=[O:28])=[O:27])[CH:23]=[N:24][CH:25]=1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][N:11]3[N:14]=[CH:15][C:16]([C:17]#[C:18][C:20]4[CH:21]=[C:22]([S:26]([NH2:29])(=[O:28])=[O:27])[CH:23]=[N:24][CH:25]=4)=[C:10]3[N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 126842585-Bromopyridine-3-sulfonamideHCID 866080485-(4-Chloro-phenyl)-3-ethynyl-pyrazolo[1,5-a]pyrimidine

Product 1

HCID 670012745-[5-(4-Chloro-phenyl)-pyrazolo[1,5-a]pyrimidin-3-ylethynyl]-pyridine-3-sulfonic acid amide

Procedure

The title compound was prepared from 5-(4-chloro-phenyl)-3-ethynyl-pyrazolo[1,5-a]pyrimidine (example C.6) (63 mg, 0.25 mmol) and 5-bromo-pyridine-3-sulfonic acid amide (59 mg, 0.25 mmol) according to general procedure II. Obtained as a yellow solid (59 mg, 58%). MS (ISP) 410.3 [(M+H)+]; mp 248-249° C.

Sources & evidence

ORD record
ord-90ea69c5236942b5bfc8d570bfe50c43
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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