3-Bromopyridine → 5-(4-Chloro-3-methyl-phenyl)-3-pyridin-3-ylethynyl-7-trifluoromethyl-pyrazolo [1,5-a]pyrimidine

HRID 269176Notes

Reaction equation

HRID 269176 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[N:11]3[N:18]=[CH:19][C:20]([C:21]#[CH:22])=[C:10]3[N:9]=2)=[CH:4][C:3]=1[CH3:23].Br[C:25]1[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([C:14]([F:15])([F:17])[F:16])[N:11]3[N:18]=[CH:19][C:20]([C:21]#[C:22][C:25]4[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=4)=[C:10]3[N:9]=2)=[CH:4][C:3]=1[CH3:23]

Participants

3

Reactant 2

HCID 122863-BromopyridineHCID 866080535-(4-Chloro-3-methyl-phenyl)-3-ethynyl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine

Product 1

HCID 670009075-(4-Chloro-3-methyl-phenyl)-3-pyridin-3-ylethynyl-7-trifluoromethyl-pyrazolo [1,5-a]pyrimidine

Procedure

The title compound was prepared from 5-(4-chloro-3-methyl-phenyl)-3-ethynyl-7-trifluoromethyl-pyrazolo[1,5-a]pyrimidine (example C.11) (336 mg, 1.0 mmol) and commercially available 3-bromopyridine (158 mg, 1.0 mmol) according to general procedure II. Obtained as a yellow solid (90 mg, 22%). MS (ISP) 413.0 [(M+H)+]; mp 196° C.

Sources & evidence

ORD record
ord-055a4792e7c84121af56eaeecd24107b
Source dataset
uspto-grants-2008_11
Patent number
US07446113B2

Reaction notes

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