Water → 2,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido(5,4-d)pyrimidine

HRID 378903Notes

Reaction equation

HRID 378903 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:8]1[C:13]2[N:14]=[C:15]([Cl:19])[N:16]=[C:17](Cl)[C:12]=2[N:11]=[C:10]([Cl:20])[N:9]=1.O>C1COCC1>[Cl:20][C:10]1[N:9]=[C:8]([N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[C:13]2[N:14]=[C:15]([Cl:19])[N:16]=[C:17]([N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[C:12]=2[N:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8082PiperidineHCID 97007Tetrachloropyrimido(5,4-d)pyrimidine

Product 1

HCID 815562,6-Dichloro-4,8-di(piperidin-1-yl)pyrimido(5,4-d)pyrimidineYield 84.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Piperidine (0.8 ml, 8 mmol) was added to tetrachloropyrimidopyrimidine (0.54 g, 2 mmol) in THF (15 ml) and the resulting solution was stirred for 10 minutes until a yellow precipitate formed. Water (75 ml) was added and the mixture stirred for a further 10 minutes. The precipitate was filtered under suction, washed with water and dried in vacuo (P2O5) yielding the title compound as a yellow powder (0.62 g, 75%), m.p. 240-241° C., δH (CDCl3, 200 MHz) 1.81 (12H, s, 2×(CH2)3), 4.15 (8H, s br, 2×N(CH2)2); m/z (El) 366 (M+−1), 198.

Workup

  1. customformed
  2. stirringthe mixture stirred for a further 10 minutes
  3. filtrationThe precipitate was filtered under suction
  4. washwashed with water
  5. dry with materialdried in vacuo (P2O5)

Sources & evidence

ORD record
ord-888a3508f99e466badee088c90219358
Source dataset
uspto-grants-2001_10
Patent number
US06297250B1

Reaction notes

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