Bromine → HCID 21102206, compound

HRID 1177765Notes

Reaction equation

HRID 1177765 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][C:8]2=[O:17])[CH2:3][CH2:2]1.[Br:18]Br>C(O)(=O)C.C(Cl)Cl>[Br:18][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:17])[N:7]([CH:4]1[CH2:3][CH2:2][NH:1][CH2:6][CH2:5]1)[CH2:16]2

Participants

5

Reactant 2

HCID 24408BromineHCID 110425973-(Piperidin-4-yl)-3,4-dihydroquinazolin-2(1H)-one

Product 1

HCID 21102206HCID 21102206, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolvent2×HCID 6344DichloromethaneSolvent

Procedure

3-Piperidin-4-yl-3,4-dihydro-1H-quinazolin-2-one (0.2 g, 0.87 mmol) was dissolved in acetic acid (2 mL). To this solution was added a solution of bromine (1.8 mL, 35.14 mmol) in acetic acid (0.5 mL) dropwise over 5 min. After stirring for at room temperature for 1 h, the reaction mixture was diluted with methylene chloride, washed with water (2×), brine (2×), dried over sodium sulfate, filtered, and concentrated to afford 0.16 g (59%) which was used immediately without further purification. LC/MS: tR=0.91 min, 310.15 (MH)+.

Workup

  1. washwashed with water (2×), brine (2×)
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto afford 0.16 g (59%) which
  6. customwas used immediately without further purification

Sources & evidence

ORD record
ord-034a01d426304314819486b5d3cb7cd6
Source dataset
uspto-grants-2010_11
Patent number
US07842808B2

Reaction notes

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