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 1639573노트

반응식

HRID 1639573 반응식
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]

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e5ce67f66b994123904bfe569262d765
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110577B2

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