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3-Chloro-2-(4-fluoro-3-nitrophenyl)-5-(trifluoromethyl)pyridine → 3-Chloro-2-[4-(1-methylethylamino)-3-nitrophenyl]-5-trifluoromethylpyridine

HRID 1276078
Notes
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Reaction equation

HRID 1276078 reaction equation
[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15](F)=[C:14]([N+:19]([O-:21])=[O:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1>C(N)(C)C>[Cl:1][C:2]1[C:3]([C:12]2[CH:17]=[CH:16][C:15]([NH:4][CH:3]([CH3:12])[CH3:2])=[C:14]([N+:19]([O-:21])=[O:20])[CH:13]=2)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 221148423-Chloro-2-(4-fluoro-3-nitrophenyl)-5-(trifluoromethyl)pyridine

Product 1

HCID 221148393-Chloro-2-[4-(1-methylethylamino)-3-nitrophenyl]-5-trifluoromethylpyridine

Reagents, catalysts & solvents 1

HCID 6363IsopropylamineSolvent

Procedure

44.0 g of 3-chloro-2-(4-fluoro-3-nitrophenyl)-5-trifluoromethylpyridine in 250 ml of isopropylamine were stirred at 23° C. for six hours. The reaction mixture was then concentrated. The residue was stirred with 100 ml of water, after which the residual solid portion was separated off, washed with water and dried in a vacuum drying oven. Yield: 48.2 g (98%) of colorless crystals; m.p.: 107-109° C.

Workup

  1. concentrationThe reaction mixture was then concentrated
  2. customafter which the residual solid portion was separated off
  3. washwashed with water
  4. customdried in a vacuum
  5. customdrying oven

Sources & evidence

ORD record
ord-78920132fc74411db97cfbf9e595b7e6
Source dataset
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06165941

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes