Tribromoborane-methyl sulfide → 2-Dipropylamino-5-hydroxy-3-methylquinazolin-4(3H)-one

HRID 598074ノート

反応式

HRID 598074 の反応式
[CH2:1]([N:4]([CH2:19][CH2:20][CH3:21])[C:5]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[O:17]C)[N:6]=1)[CH2:2][CH3:3].[B-](Br)(Br)(Br)[S+](C)C>ClC(Cl)C>[CH2:19]([N:4]([CH2:1][CH2:2][CH3:3])[C:5]1[N:14]([CH3:15])[C:13](=[O:16])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[OH:17])[N:6]=1)[CH2:20][CH3:21]

参加物

4

反応物 2

HCID 4181510Tribromoborane-methyl sulfideHCID 672671382-Dipropylamino-5-methoxy-3-methylquinazolin-4(3H)-one

生成物 1

HCID 672670952-Dipropylamino-5-hydroxy-3-methylquinazolin-4(3H)-one収率 99.5%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

To a solution of 2-dipropylamino-5-methoxy-3-methylquinazolin-4(3H)-one (130 mg, 0.449 mmol) in dichloroethane (2 ml) was added boron tribromide-methyl sulfide complex (1M solution in dichloromethane, 0.899 ml, 0.899 mmol) under nitrogen atmosphere. The mixture was refluxed for 2 h. The reaction was quenched with water and stirred for 10 min at room temperature. The aqueous phase was extracted with ether. The extract was washed with brine, dried over magnesium sulfate and concentrated under vacuum to afford 123 mg (99%) of the title compound. The residue was used for the next reaction without further purification.

後処理

  1. temperatureThe mixture was refluxed for 2 h
  2. customThe reaction was quenched with water
  3. extractionThe aqueous phase was extracted with ether
  4. washThe extract was washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-9f27759245c344d792f12fe5e04db5dc
出典データセット
uspto-grants-2011_03
特許番号
US07897607B2

反応ノート

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