Pyrrolidine → HCID 19826200, compound

HRID 1086512Notes

Reaction equation

HRID 1086512 reaction equation
Cl.[CH3:2][N:3]([CH2:5][CH:6]1[CH2:19][S:18][C:9]2[N:10]([CH3:17])[C:11]3[C:16]([C:8]=2[C:7]1=[O:20])=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH3:4].N1CC[CH2:23][CH2:22]1>O>[N:3]1([CH2:5][CH:6]2[CH2:19][S:18][C:9]3[N:10]([CH3:17])[C:11]4[C:16]([C:8]=3[C:7]2=[O:20])=[CH:15][CH:14]=[CH:13][CH:12]=4)[CH2:2][CH2:23][CH2:22][CH2:4]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 19826149HCID 19826149, compound

Product 1

HCID 19826200HCID 19826200, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.50 g (0.008 mol) of 3-[(dimethylamino)methyl]-4-oxo-9-methyl-2,3,4,9-tetrahydrothiopyrano[2,3-b]indole hydrochloride obtained in Example 1, stage E and 1.78 g (0.025 mol) of pyrrolidine in 40 ml of water is heated to reflux for 10 hours. After the mixture is cooled, the precipitate formed is drained, washed with water, dried and dissolved in 40 ml of tetrahydrofuran and the solution is treated with an ethereal solution of hydrochloric acid. The precipitate formed is drained, washed with ether and recrystallized in ethanol.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 10 hours
  3. temperatureAfter the mixture is cooled
  4. customthe precipitate formed
  5. washwashed with water
  6. customdried
  7. dissolutiondissolved in 40 ml of tetrahydrofuran
  8. additionthe solution is treated with an ethereal solution of hydrochloric acid
  9. customThe precipitate formed
  10. washwashed with ether
  11. customrecrystallized in ethanol

Sources & evidence

ORD record
ord-728fd2352122436ab09a7495d3a61783
Source dataset
uspto-grants-1991_07
Patent number
US05030646

Reaction notes

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