2-Bromo-3'-chloroacetophenone → Ethyl 2-[4-(2-{[4-(3-chlorophenyl)-1,3-thiazol-2-yl][4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate

HRID 2251579

反応式

HRID 2251579 の反応式
[NH2:1][C:2]([N:4]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=1)[CH2:5][CH2:6][C:7]1[CH:21]=[CH:20][C:10]([O:11][C:12]([CH3:19])([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][CH:8]=1)=[S:3].[Cl:33][C:34]1[CH:35]=[C:36]([CH:41]=[CH:42][CH:43]=1)[C:37](=O)[CH2:38]Br>CCO>[Cl:33][C:34]1[CH:35]=[C:36]([C:37]2[N:1]=[C:2]([N:4]([CH2:22][C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:30])([F:32])[F:31])=[CH:25][CH:24]=3)[CH2:5][CH2:6][C:7]3[CH:21]=[CH:20][C:10]([O:11][C:12]([CH3:18])([CH3:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:9][CH:8]=3)[S:3][CH:38]=2)[CH:41]=[CH:42][CH:43]=1

参加物

4

反応物 2

HCID 387382-Bromo-3'-chloroacetophenoneHCID 59643246Ethyl 2-[4-(2-{(aminocarbonothioyl)[4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate

生成物 1

HCID 69099537Ethyl 2-[4-(2-{[4-(3-chlorophenyl)-1,3-thiazol-2-yl][4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate収率 61%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of ethyl 2-[4-(2-{(aminocarbonothioyl)[4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (162 mg; 0.35 mmol) and 3-chlorophenacyl bromide (82 mg; 0.35 mmol) in EtOH (4 ml) was heated to reflux for 12 hr. Upon cooling the mixture was concentrated and the residue purified by flash chromatography using ethyl acetate-hexane mixtures (5–50% gradient) to afford ethyl 2-[4-(2-{[4-(3-chlorophenyl)-1,3-thiazol-2-yl][4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (128 mg; 61% yield).

後処理

  1. temperatureto reflux for 12 hr
  2. temperatureUpon cooling the mixture
  3. concentrationwas concentrated
  4. customthe residue purified by flash chromatography

出典と根拠

ORDレコード
ord-a24aacb05c684f91b532c0113ccfbdb3
出典データセット
uspto-grants-2008_01
特許番号
US07319104B2

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