Morpholine → HCID 57935884, compound

HRID 1879818Notes

Reaction equation

HRID 1879818 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Br:13])[CH:8]=2)[N:3]=1.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>ClCCl>[Cl:1][C:2]1[N:11]=[C:10]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Br:13])[CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 101075686-bromo-2,4-dichloroquinazoline

Product 1

HCID 57935884HCID 57935884, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Crude 2,4-Dichloro-6-bromoquinazoline (18.8 g.) was dissolved in dichloromethane (500 mL) and chilled in a dry ice bath. To the solution was added morpholine (11.6 g.) and it was stirred for two hours. The organic layer was washed with saturated ammonium chloride solution (2×200 mL), dried with sodium sulfate, and evaporated. The resulting solid was washed with ether, and dried to give 2-chloro-4-morpholino-6-bromoquinazoline (15.0 g.).

Workup

  1. temperaturechilled in a dry ice bath
  2. washThe organic layer was washed with saturated ammonium chloride solution (2×200 mL)
  3. dry with materialdried with sodium sulfate
  4. customevaporated
  5. washThe resulting solid was washed with ether
  6. customdried

Sources & evidence

ORD record
ord-8b4bc0710d21409d9652c4ba4f7b7974
Source dataset
uspto-grants-2012_11
Patent number
US08318730B2

Reaction notes

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