Tetrahydrofuran → HCID 86644118, compound

HRID 1428811Notes

Reaction equation

HRID 1428811 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6]Cl.[Cl:8][C:9]1[NH:18][C:17](=[O:19])[C:16]2[C:11](=[CH:12][C:13]([Cl:20])=[CH:14][CH:15]=2)[N:10]=1.CCN(C(C)C)C(C)C.C1COCC1>CCOC(C)=O>[Cl:8][C:9]1[N:18]=[C:17]([O:19][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1])[C:16]2[C:11](=[CH:12][C:13]([Cl:20])=[CH:14][CH:15]=2)[N:10]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 81531DiisopropylethylamineHCID 1357422872,7-Dichloroquinazolin-4(1H)-one

Product 1

HCID 86644118HCID 86644118, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-methoxyethoxymethyl chloride (1.0 mL, 8.8 mmol) was added dropwise to a solution of 2,7-dichloro-4-oxoquinazoline (1.7 g, 7.8 mmol), DIEA (2.1 mL, 12 mmol), and THF (20 mL). The reaction was allowed to proceed at rt for 16 h, and then EtOAc was added (250 mL). The solution was washed with water (2×100 mL) and brine (100 mL). The organic layer was then dried and concentrated, and the resulting residue was triturated with EtOH to provide the titled compound (2.0 g, 83%). This material was used directly without further purification.

Workup

  1. washThe solution was washed with water (2×100 mL) and brine (100 mL)
  2. customThe organic layer was then dried
  3. concentrationconcentrated
  4. customthe resulting residue was triturated with EtOH

Sources & evidence

ORD record
ord-ebb81a7558bb4c9c9c04a2f52b72b5a2
Source dataset
uspto-grants-2015_01
Patent number
US08937078B2

Reaction notes

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