Tripropylamine → 6,7-Dimethoxy-2-(4-(5,6-dihydro-6-ethyl-5-oxopyrido[4,3-d]pyrimidine-2-yl)piperazino)quinazoline

HRID 570021Notes

Reaction equation

HRID 570021 reaction equation
C(N(CCC)CCC)CC.Cl[C:12]1[N:21]=[CH:20][C:19]2[C:14](=[CH:15][C:16]([O:24][CH3:25])=[C:17]([O:22][CH3:23])[CH:18]=2)[N:13]=1.[CH2:26]([N:28]1[CH:43]=[CH:42][C:31]2[N:32]=[C:33]([N:36]3[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]3)[N:34]=[CH:35][C:30]=2[C:29]1=[O:44])[CH3:27]>C(O)CC(C)C>[CH3:23][O:22][C:17]1[CH:18]=[C:19]2[C:14](=[CH:15][C:16]=1[O:24][CH3:25])[N:13]=[C:12]([N:39]1[CH2:38][CH2:37][N:36]([C:33]3[N:34]=[CH:35][C:30]4[C:29](=[O:44])[N:28]([CH2:26][CH3:27])[CH:43]=[CH:42][C:31]=4[N:32]=3)[CH2:41][CH2:40]1)[N:21]=[CH:20]2

Participants

5

Reactant 3

HCID 7616TripropylamineHCID 18181442-Chloro-6,7-dimethoxyquinazolineHCID 137109456-ethyl-2-piperazinopyrido[4,3-d]pyrimidine-5(6H)-one

Product 1

HCID 139212736,7-Dimethoxy-2-(4-(5,6-dihydro-6-ethyl-5-oxopyrido[4,3-d]pyrimidine-2-yl)piperazino)quinazolineYield 92.9%

Reagents, catalysts & solvents 1

HCID 31260Isoamyl AlcoholSolvent

Procedure

Tri-n-propylamine (0.43 g) was added to 0.67 g of the 2-chloro-6,7-dimethoxyquinazoline synthesized in Referential Example 91 and 0.78 g of the 6-ethyl-2-piperazinopyrido[4,3-d]pyrimidine-5(6H)-one synthesized in Referential Example 14. Using 5 g of isoamyl alcohol as a solvent, they were heated and reacted for 10 hours under reflux. The resultant crystals were collected by filtration and then washed first with ethyl acetate and then with hexane. They were dried to obtain 1.24 g of the above-identified compound as white crystals (yield: 92%).

Workup

  1. customsynthesized in Referential Example 14
  2. temperaturethey were heated
  3. customreacted for 10 hours
  4. temperatureunder reflux
  5. filtrationThe resultant crystals were collected by filtration
  6. washwashed first with ethyl acetate
  7. customThey were dried

Sources & evidence

ORD record
ord-30f053a88af04eaa9def24ea5c8be9d7
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Reaction notes

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