Ytterbium triflate → Methyl 6-chloro-4-(3-chlorophenyl)-2-cyclopropylquinoline-3-carboxylate

HRID 1497042ノート

反応式

HRID 1497042 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=1)=O.[CH:18]1([C:21](=O)[CH2:22][C:23]([O:25][CH3:26])=[O:24])[CH2:20][CH2:19]1.[O-]S(C(F)(F)F)(=O)=O.[Yb+3].[O-]S(C(F)(F)F)(=O)=O.[O-]S(C(F)(F)F)(=O)=O>C(O)C>[CH3:26][O:25][C:23]([C:22]1[C:21]([CH:18]2[CH2:20][CH2:19]2)=[N:1][C:2]2[C:3]([C:9]=1[C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[CH:12]=1)=[CH:4][C:5]([Cl:8])=[CH:6][CH:7]=2)=[O:24]

参加物

5

反応物 3

HCID 2733225Ytterbium triflateHCID 5231029(2-Amino-5-chlorophenyl)(3-chlorophenyl)methanoneHCID 101300163-Cyclopropyl-3-Oxopropionic Acid Methyl Ester

生成物 1

HCID 86682924Methyl 6-chloro-4-(3-chlorophenyl)-2-cyclopropylquinoline-3-carboxylate収率 43%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a mixture of (2-amino-5-chlorophenyl)(3-chlorophenyl) methanone (81 mg, 0.31 mmol, 1 eq) and methyl 3-cyclopropyl-3-oxopropanoate (56.2 mg, 0.40 mmol, 1.3 eq) in ethanol (3 ml) was added ytterbium triflate (19 mg, 0.03 mmol, 0.1 eq) and the yellow solution was stirred overnight at room temperature. The resultant precipitate was filtered and washed with a small amount of ethanol to give the desired product (49 mg, 43%) as a white solid which did not require any further purification. MS (ESI): 372.1 (M+H)+.

後処理

  1. filtrationThe resultant precipitate was filtered
  2. washwashed with a small amount of ethanol

出典と根拠

ORDレコード
ord-83dd73c5ebe94ae48768693d2a42eee5
出典データセット
uspto-grants-2015_12
特許番号
US09199938B2

反応ノート

読み込み中…