Ammonium Hydroxide → 2-Amino-5-chloro-3-fluoropyridine

HRID 2262681Notes

Reaction equation

HRID 2262681 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([F:9])[C:5](F)=[N:6][CH:7]=1.[OH-].[NH4+:11]>O>[Cl:1][C:2]1[CH:3]=[C:4]([F:9])[C:5]([NH2:11])=[N:6][CH:7]=1

Participants

4

Conditions

Temperature
165 °C

Procedure

To a stainless steel high pressure reactor was added 5-chloro-2,3-difluoropyridine (18.0 g) and ammonium hydroxide (65 mL). The reaction was heated to 165° C. for three hours. The reaction mixture was then cooled to room temperature and diluted with water (100 mL). The resultant solid was filtered, dried, re-dissolved in CH2Cl2, and passed through a silica gel plug to afford 12.8 g (73%) of the title compound as an off-white solid.

Workup

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. filtrationThe resultant solid was filtered
  3. customdried
  4. dissolutionre-dissolved in CH2Cl2

Sources & evidence

ORD record
ord-7002adb02caf4e03b790037a49680e58
Source dataset
uspto-grants-2010_12
Patent number
US07851484B2

Reaction notes

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