Ethyl 1-(aminomethyl)cyclohexane-1-carboxylate → 1-{[6-(2-Methylcarbamoyl-pyridin-4-yloxy)-benzooxazol-2-ylamino]methyl}-cyclohexanecarboxylic acid ethyl ester

HRID 1988405ノート

反応式

HRID 1988405 の反応式
[CH2:1]([O:3][C:4]([C:6]1([CH2:12][NH2:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])[CH3:2].CS([C:17]1[O:18][C:19]2[CH:25]=[C:24]([O:26][C:27]3[CH:32]=[CH:31][N:30]=[C:29]([C:33]([NH:35][CH3:36])=[O:34])[CH:28]=3)[CH:23]=[CH:22][C:20]=2[N:21]=1)=O>C1COCC1>[CH2:1]([O:3][C:4]([C:6]1([CH2:12][NH:13][C:17]2[O:18][C:19]3[CH:25]=[C:24]([O:26][C:27]4[CH:32]=[CH:31][N:30]=[C:29]([C:33](=[O:34])[NH:35][CH3:36])[CH:28]=4)[CH:23]=[CH:22][C:20]=3[N:21]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])[CH3:2]

参加物

4

反応物 2

HCID 21840381Ethyl 1-(aminomethyl)cyclohexane-1-carboxylateHCID 57725414N-methyl-4-(2-(methylsulfinyl)benzo[d]oxazol-6-yloxy)picolinamide

生成物 1

HCID 248210661-{[6-(2-Methylcarbamoyl-pyridin-4-yloxy)-benzooxazol-2-ylamino]methyl}-cyclohexanecarboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 1-aminomethyl-cyclohexanecarboxylic acid ethyl ester in THF was added 4-(2-methanesulfinyl-benzooxazol-6-yloxy)-pyridine-2-carboxylic acid methylamide from Step 3 of Example 2. After reacting at room temperature for 2 hours the solvent was removed and the crude product was diluted with ethyl acetate and some dichloromethane, then washed three times with brine, dried with anhydrous sodium sulfate, filtered and concentrated. The final product was purified by reverse phase preparatory HPLC. MH+=453.1.

後処理

  1. customthe solvent was removed
  2. additionthe crude product was diluted with ethyl acetate
  3. washsome dichloromethane, then washed three times with brine
  4. dry with materialdried with anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe final product was purified by reverse phase preparatory HPLC

出典と根拠

ORDレコード
ord-a0bd3881349549ebb0ae70a428243327
出典データセット
uspto-grants-2009_06
特許番号
US07553854B2

反応ノート

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