Morpholine → HCID 19963176, compound

HRID 52039Notes

Reaction equation

HRID 52039 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([NH:15][C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[CH:17]=3)=[N:10][CH:11]=[N:12]2)=[CH:7][C:6]=1[O:23][CH3:24].[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>>[CH3:24][O:23][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:5]=1[O:4][CH2:3][CH2:2][N:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1)[N:12]=[CH:11][N:10]=[C:9]2[NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[CH:17]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 19963119HCID 19963119, compound

Product 1

HCID 19963176HCID 19963176, compound

Procedure

A mixture of 7-(2-bromoethoxy)-6-methoxy-4-(3'-methylanilino)quinazoline (0.25 g) and morpholine (4 ml) was stirred at ambient temperature for 4 hours. The mixture was evaporated and the residue was partitioned between methylene chloride and a dilute aqueous sodium bicarbonate solution. The organic phase was dried (MgSO4) and evaporated. The residue was triturated under diethyl ether to give 6-methoxy-4-(3'-methylanilino)-7-(2-morpholinoethoxy)quinazoline (0.198 g), m.p. 168°-170° C.

Workup

  1. customThe mixture was evaporated
  2. customthe residue was partitioned between methylene chloride
  3. dry with materialThe organic phase was dried (MgSO4)
  4. customevaporated
  5. customThe residue was triturated under diethyl ether

Sources & evidence

ORD record
ord-37342ddab8594e0a866d41efca800dc4
Source dataset
uspto-grants-1997_04
Patent number
US05616582

Reaction notes

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