3-Bromopyridine → HCID 69895778, compound

HRID 1794282Notes

Reaction equation

HRID 1794282 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[N:17]2[CH2:18][C:19]3[C:24]([C:16]2=[N:15][N:14]=1)=[C:23](Br)[CH:22]=[CH:21][CH:20]=3.Br[C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[N:17]2[CH2:18][C:19]3[C:24]([C:16]2=[N:15][N:14]=1)=[C:23]([C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1)[CH:22]=[CH:21][CH:20]=3

Participants

3

Reactant 2

HCID 122863-BromopyridineHCID 22220901HCID 22220901, compound

Product 1

HCID 69895778HCID 69895778, compoundYield 3%

Procedure

Prepared in a similar manner to Example 7 from 3-(5-methyl-3-phenylisoxazol-4-yl)-9-bromo-5H-[1,2,4]triazolo[3,4-a]isoindole (100 mg) (prepared using 7-bromo-2,3-dihydroisoindol-1-one by analogy with Example 4) and 3-bromopyridine (0.06 ml) to give the title compound (7 mg, 3%). 1H NMR (360 MHz, CDCl3) δ 8.90 (1H, s), 8.71 (1H, s), 8.40 (1H, d, J=5.8 Hz), 7.56–7.40 (8H, m), 7.30 (1H, d, J=7.3 Hz), 4.08 (2H, s), 2.68 (3H, s), miz (ES+) 392 (M+H)+.

Sources & evidence

ORD record
ord-b6dd978162e4473fab79708b351a5b62
Source dataset
uspto-grants-2006_04
Patent number
US07022724B2

Reaction notes

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