Triphenylphosphine → 3-[2-Phenyl-2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-6,7,8,9-tetrahydro-2H-pyrido[1,2-a]-1,3,5-triazine-2,4(3H)-dione

HRID 2253676Notes

Reaction equation

HRID 2253676 reaction equation
[N:1]1[C:6](=[O:7])[NH:5][C:4](=[O:8])[N:3]2[CH2:9][CH2:10][CH2:11][CH2:12][C:2]=12.[F:13][C:14]1[CH:36]=[CH:35][C:17]([C:18]([CH:20]2[CH2:25][CH2:24][N:23]([CH:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH2:27]O)[CH2:22][CH2:21]2)=[O:19])=[CH:16][CH:15]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>CN(C)C=O>[C:29]1([CH:26]([N:23]2[CH2:22][CH2:21][CH:20]([C:18](=[O:19])[C:17]3[CH:16]=[CH:15][C:14]([F:13])=[CH:36][CH:35]=3)[CH2:25][CH2:24]2)[CH2:27][N:5]2[C:4](=[O:8])[N:3]3[CH2:9][CH2:10][CH2:11][CH2:12][C:2]3=[N:1][C:6]2=[O:7])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 151053696,7,8,9-Tetrahydropyrido[1,2-a][1,3,5]triazine-2,4-dioneHCID 197460364-(4-Fluorobenzoyl)-1-(1-phenyl-2-hydroxyethyl)piperidine

Product 1

HCID 197460373-[2-Phenyl-2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-6,7,8,9-tetrahydro-2H-pyrido[1,2-a]-1,3,5-triazine-2,4(3H)-dione

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In the manner described in Example 1-2), 6,7,8,9-tetrahydro-2H-pyrido[1,2-a]-1,3,5-triazine-2,4(3H)-dione obtained in Example 1-1) and 4-(4-fluorobenzoyl)-1-(1-phenyl-2-hydroxyethyl)piperidine were condensed in N,N-dimethylformamide in the presence of triphenylphosphine and diethyl azodicarboxylate to obtain the entitled compound as a colorless oily substance.

Workup

  1. customto obtain the entitled compound as a colorless oily substance

Sources & evidence

ORD record
ord-69bd8227ac324f3e97ad4f97abb779b4
Source dataset
uspto-grants-1993_08
Patent number
US05232924

Reaction notes

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