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2,3-Dichloro-4-fluorobenzonitrile → HCID 59370509, compound

HRID 2046685
Notes
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Reaction equation

HRID 2046685 reaction equation
[Cl:1][C:2]1[C:9]([Cl:10])=[C:8](F)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:12][C@H:13]1[C@@H:17]([OH:18])[CH2:16][CH2:15][NH:14]1>CS(C)=O.C(=O)([O-])[O-].[Li+].[Li+]>[Cl:1][C:2]1[C:9]([Cl:10])=[C:8]([N:14]2[CH2:15][CH2:16][C@H:17]([OH:18])[C@@H:13]2[CH3:12])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 223785152,3-Dichloro-4-fluorobenzonitrileHCID 54198127HCID 54198127, compound

Product 1

HCID 59370509HCID 59370509, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 11125Lithium CarbonateSolvent

Procedure

Using 2,3-dichloro-4-fluorobenzonitrile (400.5 mg), 0.9 mol/L solution (2.35 mL) of (2S,3S)-2-methylpyrrolidin-3-ol in dimethyl sulfoxide and lithium carbonate (78 mg), the title compound was obtained as yellow crystals (yield: 417 mg) by an operation similar to that in Example 3.

Sources & evidence

ORD record
ord-af9ead7cdefb45b7b584e91bac71c226
Source dataset
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08592452B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes