Hydrochloric Acid → HCID 21717306, compound

HRID 1386259Notes

Reaction equation

HRID 1386259 reaction equation
Cl.Cl[C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:15][CH2:16][CH2:17][CH2:18][N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[C:10]([O:13][CH3:14])[CH:11]=2)[N:6]=[CH:5][N:4]=1.[CH2:25]([OH:27])[CH3:26]>>[CH3:14][O:13][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][C:9]=1[O:15][CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1)[N:6]=[CH:5][N:4]=[C:3]2[CH:26]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:25]1=[O:27]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 118239414-Chloro-6-methoxy-7-(3-morpholin-4-ylpropoxy)quinazoline

Product 1

HCID 21717306HCID 21717306, compound

Conditions

Temperature
80 °C

Procedure

2M Hydrochloric acid (3 ml, 6 mmol) was added to a solution of 4-(1-diethoxymethyloxindol-3-yl)-6-methoxy-7-3-morpholinopropoxy)quinazoline (295 mg, 0.55 mmol), (prepared as described in Example 5), in ethanol (20 ml) at 80° C. The mixture was stirred for 45 minutes at 80° C. After cooling of the reaction mixture, partial evaporation of the solvents led to the crystallisation of the compound. The solid was collected by filtration, washed with ethanol and then ether and dried under vacuum at 50° C. to give 6-methoxy-7-(3-morpholinopropoxy)-4-(oxindol-3-yl)quinazoline as a hydrochloride salt (207 mg, 84%) as an orange solid.

Workup

  1. temperatureAfter cooling of the reaction mixture, partial evaporation of the solvents
  2. customled to the crystallisation of the compound
  3. filtrationThe solid was collected by filtration
  4. washwashed with ethanol
  5. dry with materialether and dried under vacuum at 50° C.

Sources & evidence

ORD record
ord-c03e7068650446298d0cf7bc28416c73
Source dataset
uspto-grants-2001_07
Patent number
US06265411B1

Reaction notes

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