Phthalic Anhydride → Phthalic acid mono-[1-(2,6-diphenyl-pyrimidin-4-yl)-piperidin-4-yl]ester

HRID 1161712Notes

Reaction equation

HRID 1161712 reaction equation
[C:1]1([C:7]2[N:12]=[C:11]([N:13]3[CH2:18][CH2:17][CH:16]([OH:19])[CH2:15][CH2:14]3)[CH:10]=[C:9]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:26]1(=[O:36])[O:31][C:29](=[O:30])[C:28]2=[CH:32][CH:33]=[CH:34][CH:35]=[C:27]12>CN(C1C=CN=CC=1)C.ClCCCl>[C:1]1([C:7]2[N:12]=[C:11]([N:13]3[CH2:14][CH2:15][CH:16]([O:19][C:26](=[O:36])[C:27]4[C:28](=[CH:32][CH:33]=[CH:34][CH:35]=4)[C:29]([OH:31])=[O:30])[CH2:17][CH2:18]3)[CH:10]=[C:9]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 6811Phthalic AnhydrideHCID 586260971-(2,6-Diphenyl-pyrimidin-4-yl)-piperidin-4-ol

Product 1

HCID 58626130Phthalic acid mono-[1-(2,6-diphenyl-pyrimidin-4-yl)-piperidin-4-yl]ester

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 111,2-DichloroethaneSolvent

Procedure

The title compound was prepared by reacting 1-(2,6-diphenyl-pyrimidin-4-yl)-piperidin-4-ol (0.25 g, 0.75 mmol) with pthalic anhydride (0.335 g, 2.0 mmol) in presence of DMAP (0.13 g, 10 mmol) in solvent DCE (10 mL) at refluxing temperature for 2 hours, followed by column purification.

Workup

  1. temperatureat refluxing temperature for 2 hours
  2. customfollowed by column purification

Sources & evidence

ORD record
ord-2106c6667d3c4450812a64fa9014b058
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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