Pyridine → HCID 178507781、化合物

HRID 410115ノート

反応式

HRID 410115 の反応式
ClC(N(C)C)=C(C)C.[F:9][CH:10]([F:25])[O:11][C:12]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[C:18]([NH2:24])=[CH:17][C:13]=1[C:14]([OH:16])=O.[F:26][C:27]([F:36])([F:35])[C@H:28]1[CH2:33][CH2:32][C@H:31]([NH2:34])[CH2:30][CH2:29]1.N1C=CC=CC=1>C(Cl)Cl.C1COCC1>[F:26][C:27]([F:35])([F:36])[C@H:28]1[CH2:29][CH2:30][C@H:31]([NH:34][C:14](=[O:16])[C:13]2[CH:17]=[C:18]([NH2:24])[C:19]([N+:21]([O-:23])=[O:22])=[CH:20][C:12]=2[O:11][CH:10]([F:9])[F:25])[CH2:32][CH2:33]1

参加物

7

反応物 4

HCID 1049PyridineHCID 6407921-Chloro-N,N-2-trimethylpropenylamineHCID 667654082-(Difluoro-methoxy)-5-amino-4-nitro-benzoic acidHCID 178511531HCID 178511531、化合物

生成物 1

HCID 178507781HCID 178507781、化合物

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

(1-Chloro-2-methyl-propenyl)-dimethylamine (102 μl) is added to a mixture of 2-(difluoro-methoxy)-5-amino-4-nitro-benzoic acid (175 mg, 0.705 mmol, prepared in analogy to WO2010/034797), 5 mL THF and 10 mL DCM and it is stirred for 5 h. Then trans-4-trifluoromethyl-cyclohexylamine (158 mg, 0.776 mmol) and pyridine (139 μL, 1.77 mmol) are added and it is stirred overnight. The solvent is removed i. vac., half-saturated aq. NaHCO3— solution is added and it is extracted with DCM. The organic layers are dried with Na2SO4, filtered, concentrated and purified via preparative HPLC (Method F).

後処理

  1. stirringit is stirred overnight
  2. customThe solvent is removed i
  3. addition, half-saturated aq. NaHCO3— solution is added
  4. extractionit is extracted with DCM
  5. dry with materialThe organic layers are dried with Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified via preparative HPLC (Method F)

出典と根拠

ORDレコード
ord-81e8370de5a141069be77f4fe3b683ee
出典データセット
uspto-grants-2014_06
特許番号
US08759537B2

反応ノート

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