Hydrochloric Acid → Hydrochloric Acid

HRID 69147Notes

Reaction equation

HRID 69147 reaction equation
[ClH:1].[F:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH2:9])[CH:4]=1.[Br:10]N1C(=O)CCC1=O>C(#N)C>[ClH:1].[Br:10][C:8]1[C:3]([F:2])=[CH:4][C:5]([NH2:9])=[N:6][CH:7]=1.[ClH:1]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 67184N-bromobutanimideHCID 183278082-Amino-4-fluoropyridine

Product 2

HCID 313Hydrochloric AcidHCID 716270675-Bromo-4-fluoropyridin-2-amine hydrochloride

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

To mono HCl salt of 4-fluoro-pyridin-2-ylamine (xviii) (3 g, 20.2 mmol) in acetonitrile at 0° C. was added in 3 portions N-bromosuccinimide (3.59 g, 20.2 mmol) over 1.5 h. The RM was stirred 1 h at 0° C. and the precipitate was filtered and dried under vacuo to give the title compound as mono HCl salt (tR 1.61 min (conditions 8), MH+=191, 193).

Workup

  1. filtrationthe precipitate was filtered
  2. customdried under vacuo

Sources & evidence

ORD record
ord-f1ba03fead814deb8191e94a2db9d828
Source dataset
uspto-grants-2014_09
Patent number
US08822468B2

Reaction notes

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