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

HRID 584031노트

반응식

HRID 584031 반응식
[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]

참가 물질

5

반응물 4

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

생성물 1

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

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-9dedfad2e551423a8acfc5173ebd517b
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06924310B2

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