Isopropylamine → HCID 178494199, compound

HRID 249976Notes

Reaction equation

HRID 249976 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1OC)[N:8]=[CH:7][NH:6][C:5]2=[O:14].[CH:15]([N:18](C(C)C)CC)([CH3:17])[CH3:16].O=P(Cl)(Cl)Cl.[CH:29](N)(C)C>ClCCCl>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][NH:6][C:5]2([NH:18][CH:15]([CH3:17])[CH3:16])[O:14][CH3:29]

Participants

6

Reactant 4

HCID 6363IsopropylamineHCID 24813Phosphorus oxychlorideHCID 81531DiisopropylethylamineHCID 1357423626-Bromo-7-methoxy-3,4-dihydroquinazolin-4-one

Product 1

HCID 178494199HCID 178494199, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Conditions

Temperature
80 °C

Procedure

6-Bromo-7-methoxy-3H-quinazolin-4-one (1.01 g, 3.96 mmol) and N,N-(diisopropyl-ethylamine (1.78 ml, 10.4 mmol) are introduced into 1,2-dichloroethane (19 ml), treated dropwise with POCl3 (0.46 ml, 4.95 mmol) and then stirred at 80° C. for 2 h. The reaction mixture is subsequently concentrated to dryness. The residue is taken up in isopropanol (10 ml), treated with isopropylamine (0.34 ml, 3.96 mmol) and stirred for 30 minutes at 80° C. After cooling to room temperature, the resulting precipitate is filtered off with suction and dried in vacuo. The desired product is obtained in 46% yield (530 mg).

Workup

  1. concentrationThe reaction mixture is subsequently concentrated to dryness
  2. stirringstirred for 30 minutes at 80° C
  3. temperatureAfter cooling to room temperature
  4. filtrationthe resulting precipitate is filtered off with suction
  5. customdried in vacuo

Sources & evidence

ORD record
ord-391e6d4cd6ac480282c11651ca03e084
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Reaction notes

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