Triphenylphosphine → 3-[2-[4-(4-Fluorobenzoyl)piperidin-1-yl]ethyl]-7,8-dihydro-2H,6H-pyrrolo[1,2-a]-1,3,5-triazine-2,4(3H)-dione

HRID 2253672Notes

Reaction equation

HRID 2253672 reaction equation
[N:1]1[C:6](=[O:7])[NH:5][C:4](=[O:8])[N:3]2[CH2:9][CH2:10][CH2:11][C:2]=12.[F:12][C:13]1[CH:29]=[CH:28][C:16]([C:17]([CH:19]2[CH2:24][CH2:23][N:22]([CH2:25][CH2:26]O)[CH2:21][CH2:20]2)=[O:18])=[CH:15][CH:14]=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:12][C:13]1[CH:14]=[CH:15][C:16]([C:17]([CH:19]2[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][N:5]3[C:4](=[O:8])[N:3]4[CH2:9][CH2:10][CH2:11][C:2]4=[N:1][C:6]3=[O:7])[CH2:21][CH2:20]2)=[O:18])=[CH:28][CH:29]=1

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 103970167,8-Dihydropyrrolo[1,2-a][1,3,5]triazine-2,4(3H,6H)-dioneHCID 148921654-(4-Fluorobenzoyl)-1-(2-hydroxyethyl)piperidine

Product 1

HCID 151053743-[2-[4-(4-Fluorobenzoyl)piperidin-1-yl]ethyl]-7,8-dihydro-2H,6H-pyrrolo[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), 7,8-dihydro-2H,6H-pyrrolo[1,2-a]-1,3,5-triazine-2,4(3H)-dione prepared in 1) above and 4-(4-fluorobenzoyl)-1-(2-hydroxyethyl)piperidine were condensed in N,N-dimethylformamide in the presence of triphenylphosphine and diethyl azodicarboxylate to obtain the entitled compound as a caramel-like substance.

Workup

  1. customto obtain the entitled compound as a caramel-like substance

Sources & evidence

ORD record
ord-feb9c48662a14f1c8735b058f8bd9db9
Source dataset
uspto-grants-1993_08
Patent number
US05232924

Reaction notes

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