1-Allylpiperazine → 2-(4'-Allyl-piperazino)-5-oxo-6-carbethoxy-8-ethyl-5,8-dihydro-pyrido(2,3-d)pyrimidine

HRID 258694

Reaction equation

HRID 258694 reaction equation
Cl[C:2]1[N:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][N:8]([CH2:18][CH3:19])[C:6]=2[N:7]=1.[CH2:20]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[CH:21]=[CH2:22]>>[CH2:20]([N:23]1[CH2:28][CH2:27][N:26]([C:2]2[N:3]=[CH:4][C:5]3[C:11](=[O:12])[C:10]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][N:8]([CH2:18][CH3:19])[C:6]=3[N:7]=2)[CH2:25][CH2:24]1)[CH:21]=[CH2:22]

Participants

3

Reactant 2

HCID 8064221-AllylpiperazineHCID 122668052-Chloro-5-oxo-6-carbethoxy-8-ethyl-5,8-dihydropyrido(2,3-d)pyrimidine

Product 1

HCID 227568292-(4'-Allyl-piperazino)-5-oxo-6-carbethoxy-8-ethyl-5,8-dihydro-pyrido(2,3-d)pyrimidineYield 79%

Procedure

2-(4'-Allyl-piperazino)-5-oxo-6-carbethoxy-8-ethyl-5,8 -dihydro-pyrido(2,3-d)pyrimidine is prepared, in a yield of 79%, by condensing 2-chloro-5-oxo-6-carbethoxy-8-ethyl-5,8 -dihydro-pyrido(2,3-d)pyrimidine with 1-allyl-piperazine, as indicated in the preceding Examples. It is a solid which melts in two stages; melting point 131° C., solidification, followed by melting point 143° C. [after recrystallisation from a mixture of benzene (1 volume) and isopropyl ether (1 volume)]. Analysis for C19H25N5O3 (molecular weight 371.43); Calculated % C 61.44, H 6.78, N 18.86; Found % C 61.10, H 6.75, N 18.75.

Workup

  1. customafter recrystallisation
  2. additionfrom a mixture of benzene (1 volume) and isopropyl ether (1 volume)]

Sources & evidence

ORD record
ord-b7974952dc7347debaf455cfa0a53ab7
Source dataset
uspto-grants-1977_07
Patent number
US04034094

Linked notes

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