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Water → HCID 68704968, compound

HRID 42637
Notes
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Reaction equation

HRID 42637 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14](=O)[CH:15]=[CH:16]N(C)C)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9][CH3:10].[F:21][C:22]([F:33])([F:32])[C:23]1[N:31]=[CH:30][CH:29]=[CH:28][C:24]=1[C:25](=[NH:27])[NH2:26].CC(C)([O-])C.[K+].O>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[CH:15]=[CH:16][N:26]=[C:25]([C:24]3[C:23]([C:22]([F:32])([F:21])[F:33])=[N:31][CH:30]=[CH:29][CH:28]=3)[N:27]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9][CH3:10]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 962WaterHCID 23665647Potassium tert-butoxideHCID 670368751-(3,4-Dimethoxy-5-nitrophenyl)-3-(dimethylamino)prop-2-en-1-oneHCID 67359629HCID 67359629, compound

Product 1

HCID 68704968HCID 68704968, compound

Reagents, catalysts & solvents 1

HCID 702
Ethanol
Solvent

Conditions

Temperature
80 °C

Procedure

A stirred suspension of 1-(3,4-dimethoxy-5-nitro-phenyl)-3-dimethylamino-propen-1-one (0.28 g, 1.0 mmol), 2-(trifluoromethyl)nicotinimidamide (0.283 g, 1.5 mmol) and potassium tert-butoxide (0.17 g, 1.5 mmol) in absolute ethanol (5 mL) was heated to 80° C. in a sealed tube for one hour and then allowed to cool to room temperature. The mixture was poured onto cold water (100 mL) and the resulting precipitate was filtered off, washed with water and dried to give 4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)pyrimidine, 0.296 g (73%).

Workup

  1. temperatureto cool to room temperature
  2. filtrationthe resulting precipitate was filtered off
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-c82858482f554217a9a3a577c3255b0c
Source dataset
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08536203B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes