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

HRID 2253673Notes

Reaction equation

HRID 2253673 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:31]=[CH:30][C:17]([C:18]([CH:20]2[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28]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>[F:13][C:14]1[CH:15]=[CH:16][C:17]([C:18]([CH:20]2[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][N:5]3[C:4](=[O:8])[N:3]4[CH2:9][CH2:10][CH2:11][CH2:12][C:2]4=[N:1][C:6]3=[O:7])[CH2:22][CH2:21]2)=[O:19])=[CH:30][CH:31]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 124044224-(p-Fluorobenzoyl)-1-(3-hydroxypropyl)piperidineHCID 151053696,7,8,9-Tetrahydropyrido[1,2-a][1,3,5]triazine-2,4-dione

Product 1

HCID 151053773-[3-[4-(4-Fluorobenzoyl)piperidin-1-yl)propyl]-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 prepared in Example 1-1) and 4-(4-fluorobenzoyl)-1-(3-hydroxypropyl)piperidine were condensed in N,N-dimethylformamide in the presence of triphenylphosphine and diethyl azodicarboxylate to obtain the entitled compound as an oily substance.

Workup

  1. customto obtain the entitled compound as an oily substance

Sources & evidence

ORD record
ord-c1ffd45a8c884da28fb25b16ba330e54
Source dataset
uspto-grants-1993_08
Patent number
US05232924

Reaction notes

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