Magnesium Bromide → (5-hydroxy-4-oxoquinazolin-3(4H)-yl)methyl pivalate

HRID 1162206ノート

反応式

HRID 1162206 の反応式
[Br-].[Mg+2].[Br-].[C:4]([O:10][CH2:11][N:12]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[O:23]C)[N:14]=[CH:13]1)(=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6]>N1C=CC=CC=1>[C:4]([O:10][CH2:11][N:12]1[C:21](=[O:22])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][C:19]=2[OH:23])[N:14]=[CH:13]1)(=[O:9])[C:5]([CH3:8])([CH3:7])[CH3:6]

参加物

4

反応物 2

HCID 82241Magnesium BromideHCID 68496089(5-methoxy-4-oxoquinazolin-3(4H)-yl)methyl pivalate

生成物 1

HCID 68496163(5-hydroxy-4-oxoquinazolin-3(4H)-yl)methyl pivalate収率 90%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
120 °C

実験手順

Magnesium bromide (7 g, 38 mmol) was added to a solution of (5-methoxy-4-oxoquinazolin-3(4H)-yl)methyl pivalate (7.4 g, 25.5 mmol) in pyridine (25 ml). The mixture was stirred at 120° C. for one hour. After cooling, the solvents were evaporated under high vacuum. Diluted acetic acid (15 ml in 100 ml water) was added. The precipitated solid was filtered, washed with water and dried under high vacuum in the presence of P2O5 to give (5-hydroxy-4-oxoquinazolin-3(4H)-yl)methyl pivalate as a white solid (6.33 g, 90%); NMR Spectrum (CDCl3) 1.23 (s, 9H), 5.93 (s, 2H), 6.99 (d, 1H), 7.22 (d, 1H), 7.68 (t, 1H), 8.21 (s, 1H); Mass spectrum MH+ 277.

後処理

  1. temperatureAfter cooling
  2. customthe solvents were evaporated under high vacuum
  3. additionDiluted acetic acid (15 ml in 100 ml water) was added
  4. filtrationThe precipitated solid was filtered
  5. washwashed with water
  6. dry with materialdried under high vacuum in the presence of P2O5

出典と根拠

ORDレコード
ord-b8c087fcad29492e82b2efb28a7aa7e8
出典データセット
uspto-grants-2010_10
特許番号
US07820683B2

反応ノート

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