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Potassium Carbonate → [(6-Chloropyridin-2-yl)methyl](3,3,3-trifluoropropyl)propanedinitrile

HRID 1795135
Notes
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Reaction equation

HRID 1795135 reaction equation
[F:1][C:2]([F:11])([F:10])[CH2:3][CH2:4][CH:5]([C:8]#[N:9])[C:6]#[N:7].C(=O)([O-])[O-].[K+].[K+].Br[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Cl:26])[N:21]=1>CN(C)C=O>[Cl:26][C:22]1[N:21]=[C:20]([CH2:19][C:5]([CH2:4][CH2:3][C:2]([F:10])([F:11])[F:1])([C:8]#[N:9])[C:6]#[N:7])[CH:25]=[CH:24][CH:23]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 220327372-(Bromomethyl)-6-chloro-pyridineHCID 221857612-(3,3,3-Trifluoropropyl)malononitrile

Product 1

HCID 22185763[(6-Chloropyridin-2-yl)methyl](3,3,3-trifluoropropyl)propanedinitrileYield 91%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By using (3,3,3-trifluoropropyl)malononitrile (226 mg), N,N-dimethylformamide (5 ml), potassium carbonate (193 mg) and 2-(bromomethyl)-6-chloropyridine (335 mg) according to the similar method described in Production Example 4 was obtained 365 mg of 2-((6-chloro-2-pyridyl)methyl)-2-(3,3,3-trifluoropropyl)malononitrile represented by the following formula (the present invention compound (8)).

Sources & evidence

ORD record
ord-0502bdb8c5b34c19a8fc6087d5105681
Source dataset
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07026340B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes