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Tetrahydrofuran → N-(2-((3-(dimethylamino)propyl)(methyl)amino)-5-(trifluoromethyl)phenyl)-2-fluoro-5-(3-(oxazol-5-yl)pyridin-2-yloxy)benzamide

HRID 883032
ノート
印刷プレビュー

反応式

HRID 883032 の反応式
[F:1][C:2]1[CH:10]=[CH:9][C:8]([O:11][C:12]2[C:17]([C:18]3[O:22][CH:21]=[N:20][CH:19]=3)=[CH:16][CH:15]=[CH:14][N:13]=2)=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:23][N:24]([CH3:41])[CH2:25][CH2:26][CH2:27][N:28]([CH3:40])[C:29]1[C:30]([NH2:39])=[CH:31][C:32]([C:35]([F:38])([F:37])[F:36])=[CH:33][CH:34]=1.C1COCC1>C(N(CC)CC)C>[CH3:41][N:24]([CH3:23])[CH2:25][CH2:26][CH2:27][N:28]([CH3:40])[C:29]1[CH:34]=[CH:33][C:32]([C:35]([F:38])([F:36])[F:37])=[CH:31][C:30]=1[NH:39][C:4](=[O:5])[C:3]1[CH:7]=[C:8]([O:11][C:12]2[C:17]([C:18]3[O:22][CH:21]=[N:20][CH:19]=3)=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:9]=[CH:10][C:2]=1[F:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 16109009N~1~-[3-(dimethylamino)propyl]-N~1~-methyl-4-(trifluoromethyl)benzene-1,2-diamineHCID 866237882-Fluoro-5-(3-(oxazol-5-yl)pyridin-2-yloxy)benzoyl chloride

生成物 1

HCID 25102087N-(2-((3-(dimethylamino)propyl)(methyl)amino)-5-(trifluoromethyl)phenyl)-2-fluoro-5-(3-(oxazol-5-yl)pyridin-2-yloxy)benzamide

試薬・触媒・溶媒 1

HCID 8471
Triethylamine
溶媒

実験手順

To 2-fluoro-5-(3-(oxazol-5-yl)pyridin-2-yloxy)benzoyl chloride (60 mg, 0.17 mmol) and N1-(3-(dimethylamino)propyl)-N1-methyl-4-(trifluoromethyl)benzene-1,2-diamine (44.1 mg, 0.160 mmol) was added THF (1.0 mL). The mixture was stirred at rt for 4.5 days. The reaction was quenced with excess triethylamine, filtered and concentrated. The residue was purified by Gilson reverse-phase HPLC (0.1% TFA in water/acetonitrile). After basic workup, N-(2-((3-(dimethylamino)propyl)(methyl)amino)-5-(trifluoromethyl)phenyl)-2-fluoro-5-(3-(oxazol-5-yl)pyridin-2-yloxy)benzamide was obtained as a white solid. MS m/z=558 [M+1]+. Calc'd for C28H27F4N5O3: 557.55.

後処理

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customThe residue was purified by Gilson reverse-phase HPLC (0.1% TFA in water/acetonitrile)

出典と根拠

ORDレコード
ord-6b6e2238281241e8ba72c5b08639b66d
出典データセット
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08236823B2

反応ノート

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