Carbon Tetrachloride → HCID 67341121, compound

HRID 1846614Notes

Reaction equation

HRID 1846614 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl:20][C:21]1[CH:22]=[C:23]([CH:43]=[CH:44][CH:45]=1)[C:24]([NH:26][C:27]1[C:28]([N:34]2[CH2:39][CH2:38][CH:37]([CH2:40][CH2:41]O)[CH2:36][CH2:35]2)=[N:29][CH:30]=[C:31]([Cl:33])[CH:32]=1)=[O:25].C(Cl)(Cl)(Cl)[Cl:47]>>[Cl:20][C:21]1[CH:22]=[C:23]([CH:43]=[CH:44][CH:45]=1)[C:24]([NH:26][C:27]1[C:28]([N:34]2[CH2:39][CH2:38][CH:37]([CH2:40][CH2:41][Cl:47])[CH2:36][CH2:35]2)=[N:29][CH:30]=[C:31]([Cl:33])[CH:32]=1)=[O:25]

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 68303884HCID 68303884, compound

Product 1

HCID 67341121HCID 67341121, compoundYield 30%

Procedure

A mixture of 0.76 g (10 mmol) of triphenylphosphine and 1.97 g (5.00 mmol) of the above amide in carbon tetrachloride (50 mL) is stirred overnight at room temperature. The solvent is concentrated, and the residue is purified by flash silica gel chromatography to provide 1.24 g (30%) of 3-chloro-N-[5′-chloro-4-(2-chloro-ethyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-3′-yl]-benzamide as a white solid.

Workup

  1. concentrationThe solvent is concentrated
  2. customthe residue is purified by flash silica gel chromatography

Sources & evidence

ORD record
ord-c8a0a28dd5924dd5a023ab2112c10b90
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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