Tetrahydrofuran → N-[3,5-Dichloro-4-(3-cyclopropylmethanesulfonyl-4-hydroxy-phenoxy)-phenyl]-malonamic acid ethyl ester

HRID 584031ノート

反応式

HRID 584031 の反応式
[NH2:1][C:2]1[CH:22]=[C:21]([Cl:23])[C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([S:14]([CH2:17][CH:18]3[CH2:20][CH2:19]3)(=[O:16])=[O:15])[CH:8]=2)=[C:4]([Cl:24])[CH:3]=1.C(N(CC)CC)C.C([CH:34]([C:38](Cl)=[O:39])[C:35](Cl)=[O:36])C.C1C[O:44][CH2:43][CH2:42]1>>[CH2:43]([O:44][C:38](=[O:39])[CH2:34][C:35]([NH:1][C:2]1[CH:3]=[C:4]([Cl:24])[C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([S:14]([CH2:17][CH:18]3[CH2:20][CH2:19]3)(=[O:16])=[O:15])[CH:8]=2)=[C:21]([Cl:23])[CH:22]=1)=[O:36])[CH3:42]

参加物

5

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 109209242-Ethylpropanedioyl dichlorideHCID 692599874-(4-Amino-2,6-dichloro-phenoxy)-2-cyclopropylmethanesulfonyl-phenol

生成物 1

HCID 69260451N-[3,5-Dichloro-4-(3-cyclopropylmethanesulfonyl-4-hydroxy-phenoxy)-phenyl]-malonamic acid ethyl ester

実験手順

To a solution of 4-(4-amino-2,6-dichloro-phenoxy)-2-cyclopropylmethane-sulfonyl-phenol (43 mg, 0.11 mmol) in THF (2 mL) was added triethylamine (17 μL, 0.12 mmol) and ethyl malonyl chloride (14 μL, 0.11 mmol). The resulting mixture was stirred at RT for 3 h. The solution was concentrated and the residue was purified by preparative TLC (2% MeOH in CH2Cl2) to give the title compound of Step F (42 mg). MS (APCl−) Calc.: 501.0. Found: 500.3 (M−1).

後処理

  1. concentrationThe solution was concentrated
  2. customthe residue was purified by preparative TLC (2% MeOH in CH2Cl2)

出典と根拠

ORDレコード
ord-9dedfad2e551423a8acfc5173ebd517b
出典データセット
uspto-grants-2005_08
特許番号
US06924310B2

反応ノート

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