Triethylamine → 1-(4-Fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester

HRID 2426998ノート

反応式

HRID 2426998 の反応式
[CH3:1][O:2][C:3](=[O:16])[C:4]([NH2:15])([CH3:14])[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=1.C(N(CC)CC)C.Cl[C:25](Cl)([O:27]C(=O)OC(Cl)(Cl)Cl)Cl>C1COCC1.C(Cl)Cl>[CH3:1][O:2][C:3]([C:4]1([CH3:14])[CH2:5][N:6]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][CH:8]=2)[C:25](=[O:27])[NH:15]1)=[O:16]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 576789242-Amino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester

生成物 1

HCID 441926211-(4-Fluoro-phenyl)-4-methyl-2-oxo-imidazolidine-4-carboxylic acid methyl ester収率 145.2%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A solution of 2-amino-3-(4-fluoro-phenylamino)-2-methyl-propionic acid methyl ester (282 mg, 1.25 mmol) in THF (10 mL) was treated with triethylamine (2.00 mL, 14.3 mmol) and cooled to 0° C. under argon. A solution of triphosgene (211 mg, 0.71 mmol) was added to the reaction dropwise and the mixture allowed to reach room temperature. After 1 hour, the mixture was diluted with DCM, washed with 1N HCl and the organic layers concentrated in vacuo. The resulting residue was purified by flash chromatography to afford the product (260 mg, 82%).

後処理

  1. customto reach room temperature
  2. washwashed with 1N HCl
  3. concentrationthe organic layers concentrated in vacuo
  4. customThe resulting residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-780d3856cc8e497cb077f0d09e31d3c3
出典データセット
uspto-grants-2011_06
特許番号
US07968580B2

反応ノート

読み込み中…