Triethylamine → 4-Chloroquinazoline-6-carboxylic acid methoxymethylamide

HRID 1801871ノート

反応式

HRID 1801871 の反応式
[CH3:1][O:2][CH2:3][NH:4][C:5]([C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][N:11]=[C:10]2O)=[O:6].C(N(CC)CC)C.P(Cl)(Cl)([Cl:27])=O.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH3:1][O:2][CH2:3][NH:4][C:5]([C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[N:13]=[CH:12][N:11]=[C:10]2[Cl:27])=[O:6]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 24813Phosphorus oxychlorideHCID 516892Sodium Bicarbonate2 回HCID 178496796HCID 178496796、化合物

生成物 1

HCID 866309234-Chloroquinazoline-6-carboxylic acid methoxymethylamide

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
130 °C

実験手順

4-Hydroxyquinazoline-6-carboxylic acid methoxymethylamide (XIII-1, 2.9 g) was suspended in toluene (57 ml), and 6.8 ml of triethylamine and 3.4 ml of phosphorus oxychloride were added, followed by stirring at 130° C. for 30 minutes. After completion of the reaction, the reaction mixture was cooled to room temperature, and 50 ml of aqueous saturated sodium bicarbonate solution and ethyl acetate were added. Sodium bicarbonate was added until the aqueous layer exhibited a pH 8, followed by extraction with ethyl acetate. The organic layer was washed with aqueous saturated sodium bicarbonate solution, dried over sodium sulfate. After concentration, the crystalline residue was washed with diethyl ether, and dried to obtain 4-chloroquinazoline-6-carboxylic acid methoxymethylamide (XIV-1, 2.3 g) as a white solid.

後処理

  1. customAfter completion of the reaction
  2. temperaturethe reaction mixture was cooled to room temperature
  3. extractionfollowed by extraction with ethyl acetate
  4. washThe organic layer was washed with aqueous saturated sodium bicarbonate solution
  5. dry with materialdried over sodium sulfate
  6. concentrationAfter concentration
  7. washthe crystalline residue was washed with diethyl ether
  8. customdried

出典と根拠

ORDレコード
ord-c4672e0624d04d67ba2abc4124b70096
出典データセット
uspto-grants-2013_01
特許番号
US08349857B2

反応ノート

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