Hydrogen Bromide → Hydrogen Bromide

HRID 390050Notes

Reaction equation

HRID 390050 reaction equation
CN(C)/[CH:3]=[CH:4]/[C:5]1[C:10]([C:11]#[N:12])=[C:9]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=2)[N:8]=[C:7]([S:21][CH3:22])[N:6]=1.[BrH:24]>C(O)(=O)C>[Br:24][C:11]1[C:10]2[C:9]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([CH3:20])[CH:15]=3)=[N:8][C:7]([S:21][CH3:22])=[N:6][C:5]=2[CH:4]=[CH:3][N:12]=1.[BrH:24]

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 582963134-[(E)-2-(dimethylamino)ethenyl]-6-[(3-methylphenyl)amino]-2-(methylthio)-5-pyrimidinecarbonitrile

Product 2

HCID 260Hydrogen BromideHCID 582962895-bromo-N-(3-methylphenyl)-2-(methylthio)pyrido[4,3-d]pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

The crude 4-[(E)-2-(dimethylamino)ethenyl]-6-[(3-methylphenyl)amino]-2-(methylthio)-5-pyrimidinecarbonitrile (1.47 g) was dissolved into acetic acid (5 mL) and a solution of 33% HBr in glacial acetic acid (10 mL) was added. The reaction mixture was stirred at room temperature for 20 min. The mixture was then concentrated under reduced pressure to give the bromopyridine as a HBr salt.

Workup

  1. concentrationThe mixture was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-2af835c18cd84dc0b8916523beb4d467
Source dataset
uspto-grants-2013_02
Patent number
US08383635B2

Reaction notes

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