Isopropanol → 2-Morpholino-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline

HRID 1384903Notes

Reaction equation

HRID 1384903 reaction equation
Cl[C:2]1[N:11]=[C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]3[O:20][CH2:21][O:22][C:16]=3[CH:15]=2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:23]#[N:24])[CH:8]=2)[N:3]=1.[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1.C(O)(C)C>O>[O:28]1[CH2:29][CH2:30][N:25]([C:2]2[N:11]=[C:10]([NH:12][CH2:13][C:14]3[CH:19]=[CH:18][C:17]4[O:20][CH2:21][O:22][C:16]=4[CH:15]=3)[C:9]3[C:4](=[CH:5][CH:6]=[C:7]([C:23]#[N:24])[CH:8]=3)[N:3]=2)[CH2:26][CH2:27]1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 8083MorpholineHCID 211839842-Chloro-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline

Product 1

HCID 211840382-Morpholino-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazolineYield 79.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture comprising 338 mg of 2-chloro-4-(3,4-methylenedioxybenzyl)amino-6-cyanoquinazoline, 435 mg of morpholine and 20 ml of isopropyl alcohol was heated under reflux for 3 hours, followed by the addition of 30 ml of water under heating. The precipitate thus formed was recovered by filtration and washed with 30 ml of water and 30 ml of ethyl acetate. Thus, 310 mg of the title compound was obtained.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. temperatureunder heating
  4. customThe precipitate thus formed
  5. filtrationwas recovered by filtration
  6. washwashed with 30 ml of water and 30 ml of ethyl acetate

Sources & evidence

ORD record
ord-cacafd186e03483a827a4e2e70cbf3e8
Source dataset
uspto-grants-2001_07
Patent number
US06262059B1

Reaction notes

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