2-Bromo-3-methylpyridine → HCID 59374317, compound

HRID 473643Notes

Reaction equation

HRID 473643 reaction equation
[Br:1][C:2]1[C:3]([O:8][C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.Br[C:17]1[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][N:18]=1>>[Br:1][C:2]1[C:3]([O:8][C:9]2[CH:15]=[CH:14][C:12]([NH:13][C:17]3[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][N:18]=3)=[CH:11][CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 2208322-Bromo-3-methylpyridineHCID 577562564-(3-Bromopyridin-2-yloxy)benzenamine

Product 1

HCID 59374317HCID 59374317, compound

Conditions

Temperature
160 °C

Procedure

To a 35 ml pressure vessel was added 4-(3-bromopyridin-2-yloxy)aniline (0.7095 g, 2.68 mmol) and 2-bromo-3-methylpyridine (0.575 mL, 3.35 mmol) to stir at 160° C. for 3 hours. Upon completion, the crude product was adsorbed onto a plug of silica gel and chromatographed to provide N-(4-(3-bromopyridin-2-yloxy)phenyl)-3-methylpyridin-2-amine. MS (ESI, pos. ion) m/z: 356.0.

Workup

  1. customchromatographed

Sources & evidence

ORD record
ord-61dd5294443642f5a75b7edbb82c4346
Source dataset
uspto-grants-2014_01
Patent number
US08637500B2

Reaction notes

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