Methanol → HCID 59314394、化合物

HRID 1047927ノート

反応式

HRID 1047927 の反応式
C([O:3][C:4]([C:6]1([NH:15][C:16]([C:18]2[C:23]([O:24][CH2:25][CH2:26][CH3:27])=[CH:22][CH:21]=[CH:20][N:19]=2)=[O:17])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)=[O:5])C.O1CCOCC1.CO>O>[CH2:25]([O:24][C:23]1[C:18]([C:16]([NH:15][C:6]2([C:4]([OH:5])=[O:3])[CH2:7][C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH2:14]2)=[O:17])=[N:19][CH:20]=[CH:21][CH:22]=1)[CH2:26][CH3:27]

参加物

5

反応物 3

HCID 887MethanolHCID 312751,4-DioxaneHCID 59314253HCID 59314253、化合物

生成物 1

HCID 59314394HCID 59314394、化合物収率 101.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 100 mL round bottom flask which contains 2-[(3-propoxy-pyridine-2-carbonyl)-amino]-indan-2-carboxylic acid ethyl ester (332, 620 mg, 1.68 mmol) is charged with 1,4-dioxane (6 mL) and MeOH (6 mL). A stirring bar is added and stirring is initiated. After dissolution, water (3 mL) is added followed by the LiOH monohydrate (178 mg, 4.25 mmol). After 22 h, tlc analysis (silica, 50% EtOAc/heptanes) indicates that the starting material is completely consumed. Amberlyst highly acidic exchange resin (0.5 g) is added to the reaction flask. The reaction is capped and allowed to stir at ambient temperature. After 125 h, the contents of the flask are filtered through a pad of Celite. The solvent is removed from the filtrate. The residue is reconstituted with iPrOH/toluene (20+10 mL) and the solvent is removed. This process is repeated 1 time. Pumping to constant weight provides 0.58 g of white solid.

後処理

  1. customA 100 mL round bottom flask which contains
  2. additionA stirring bar is added
  3. additionis added
  4. customis completely consumed
  5. additionAmberlyst highly acidic exchange resin (0.5 g) is added to the reaction flask
  6. customThe reaction is capped
  7. stirringto stir at ambient temperature
  8. waitAfter 125 h
  9. filtrationthe contents of the flask are filtered through a pad of Celite
  10. customThe solvent is removed from the filtrate
  11. customthe solvent is removed

出典と根拠

ORDレコード
ord-19a22b94367b4d0db528e7b45c26b7a4
出典データセット
uspto-grants-2013_10
特許番号
US08569535B2

反応ノート

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