2-Chloropyrimidine → HCID 19772063, compound

HRID 1614652Notes

Reaction equation

HRID 1614652 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:10]2[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:12][CH2:11]2)[NH2:9])=[CH:4][CH:3]=1.Cl[C:27]1[N:32]=[CH:31][CH:30]=[CH:29][N:28]=1>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH:10]2[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][CH2:18][O:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:14][CH2:15]2)[NH:9][C:27]2[N:32]=[CH:31][CH:30]=[CH:29][N:28]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 744042-ChloropyrimidineHCID 19771966HCID 19771966, compound

Product 1

HCID 19772063HCID 19772063, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

α-(4-Fluorophenyl)-1-(3-phenoxypropyl)-4-piperidinemethanamine and 2-chloropyrimidine (equimolar quantities) are heated together in tetrahydrofuran at reflux temperature until the reaction is judged complete. The reaction mixture is concentrated and the residual material is partitioned between 1N NaOH solution and methylene chloride. The methylene chloride layer is dried and concentrated to obtain the title compound.

Workup

  1. temperatureat reflux temperature until the reaction
  2. concentrationThe reaction mixture is concentrated
  3. customthe residual material is partitioned between 1N NaOH solution and methylene chloride
  4. dry with materialThe methylene chloride layer is dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-87dc1347440d4c9197f6a9f8de9afe0e
Source dataset
uspto-grants-1993_03
Patent number
US05198449

Reaction notes

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