2-(5-Cyanopentyl)-2-(3-methyl[1,2,4]thiadiazol-5-yl)malonic acid di-tert-butyl ester → 7-Cyano-2-(3-methyl[1,2,4]thiadiazol-5-yl)heptanoic acid

HRID 1639573ノート

反応式

HRID 1639573 の反応式
C([O:5][C:6](=[O:28])[C:7]([CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]#[N:27])([C:15]1[S:19][N:18]=[C:17]([CH3:20])[N:16]=1)C(OC(C)(C)C)=O)(C)(C)C>FC(F)(F)C(O)=O>[C:26]([CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH:7]([C:15]1[S:19][N:18]=[C:17]([CH3:20])[N:16]=1)[C:6]([OH:28])=[O:5])#[N:27]

参加物

3

反応物 1

HCID 667221752-(5-Cyanopentyl)-2-(3-methyl[1,2,4]thiadiazol-5-yl)malonic acid di-tert-butyl ester

生成物 1

HCID 593780557-Cyano-2-(3-methyl[1,2,4]thiadiazol-5-yl)heptanoic acid

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

To stirred trifluoroacetic acid (20 mL) was added 2-(5-cyanopentyl)-2-(3-methyl[1,2,4]thiadiazol-5-yl)malonic acid di-tert-butyl ester (2021051) (0.75 g, 1.83 mmol) and the resultant mixture was stirred at room temperature for 1.5 h. The TFA was then removed under reduced pressure, while the temperature of the water bath was maintained below 25° C. The resultant oil was dissolved in dichloromethane (20 mL) and made basic with the careful addition of triethylamine, while keeping the reaction temperature below 20° C. The dichloromethane solution of 7-cyano-2-(3-methyl[1,2,4]thiadiazol-5-yl)heptanoic acid (2021052) was then immediately used in the next step.

後処理

  1. customThe TFA was then removed under reduced pressure, while the temperature of the water bath
  2. temperaturewas maintained below 25° C
  3. dissolutionThe resultant oil was dissolved in dichloromethane (20 mL)
  4. additionmade basic with the careful addition of triethylamine
  5. customthe reaction temperature below 20° C

出典と根拠

ORDレコード
ord-e5ce67f66b994123904bfe569262d765
出典データセット
uspto-grants-2012_02
特許番号
US08110577B2

反応ノート

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