Morpholine → 4-Isopropylamino-2-morpholino-thieno[3,4-d]pyrimidine

HRID 1579424Notes

Reaction equation

HRID 1579424 reaction equation
Cl[C:2]1[N:3]=[C:4]([NH:11][CH:12]([CH3:14])[CH3:13])[C:5]2[C:6](=[CH:8][S:9][CH:10]=2)[N:7]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>O>[CH:12]([NH:11][C:4]1[C:5]2[C:6](=[CH:8][S:9][CH:10]=2)[N:7]=[C:2]([N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)[N:3]=1)([CH3:14])[CH3:13]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 215684292-Chloro-4-isopropylamino-thieno[3,4-d]pyrimidine

Product 1

HCID 215684624-Isopropylamino-2-morpholino-thieno[3,4-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6 g (0.26 moles) of 2-chloro-4-isopropylamino-thieno[3,4-d]pyrimidine and 25 mls. of morpholine are mixed and then heated under reflux for 4 hours. The mixture is cooled and poured into water with vigorous agitation; a brown solid appears, which is separated by filtration, washed with water and put to dry. The product is converted into the maleate, which is recrystallized from acetone. The free base is obtained again by treatment with alkali and is this way one obtains 3.4 g of pure product. M.P. 202°C. with decomposition.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. temperatureThe mixture is cooled
  4. customa brown solid appears, which is separated by filtration
  5. washwashed with water
  6. customto dry
  7. customis recrystallized from acetone
  8. customThe free base is obtained again by treatment with alkali and

Sources & evidence

ORD record
ord-685980e4ef7b491d939a9d7691cb4c6f
Source dataset
uspto-grants-1976_01
Patent number
US03931204

Reaction notes

Loading…