Sodium Chloride → HCID 25110505、化合物

HRID 1048932ノート

反応式

HRID 1048932 の反応式
[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=O)=[CH:6][C:5]=1[C:13]([F:16])([F:15])[F:14])[CH3:2].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.O[N:39]=[C:40]([C:42]1[C:43]2[CH2:44][CH2:45][CH:46]([OH:51])[C:47]=2[CH:48]=[CH:49][CH:50]=1)[NH2:41].[Na+].[Cl-]>CN(C=O)C>[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]2[O:10][N:41]=[C:40]([C:42]3[CH:50]=[CH:49][CH:48]=[C:47]4[C:43]=3[CH2:44][CH2:45][CH:46]4[OH:51])[N:39]=2)=[CH:6][C:5]=1[C:13]([F:16])([F:15])[F:14])[CH3:2]

参加物

7

反応物 5

HCID 5234Sodium ChlorideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 235081534-Ethoxy-3-(trifluoromethyl)benzoic acidHCID 75966899N,1-dihydroxy-2,3-dihydro-1H-indene-4-carboximidamide

生成物 1

HCID 25110505HCID 25110505、化合物収率 51%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
130 °C

実験手順

In a microwave vial, a stirring solution of 4-ethoxy-3-(trifluoromethyl)benzoic acid (200 mg, 0.85 mmol) in DMF was treated with HOBt (151 mg, 1.11 mmol) and EDCI (212 mg, 1.11 mmol) at room temperature. The reaction was stirred for 20 min followed by addition, in a single portion, of N′,1-dihydroxy-2,3-dihydro-1H-indene-4-carboximidamide (213 mg, 1.11 mmol). The reaction was stirred for additional 30 min at room temperature and then heated to 130° C. for 35 min in the initiator. The reaction was diluted using a saturated solution of NaCl and extracted with EtOAc (80 ml×3). The organic phase was dried over Na2SO4 anhydrous and concentrated under reduced pressure. The product was purified by column chromatography using CH2Cl2:MeOH (9:1) to offer the product as white solid in 51% yield (200 mg).

後処理

  1. stirringThe reaction was stirred for additional 30 min at room temperature
  2. additionThe reaction was diluted
  3. extractionextracted with EtOAc (80 ml×3)
  4. dry with materialThe organic phase was dried over Na2SO4 anhydrous
  5. concentrationconcentrated under reduced pressure
  6. customThe product was purified by column chromatography

出典と根拠

ORDレコード
ord-b74726287af24aa58387bc5ca9652ca1
出典データセット
uspto-grants-2016_07
特許番号
US09382217B2

反応ノート

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