Triacetoxyperiodinane → N-Cyclopropyl-4-methyl-3-[3-[[(1R,2R)-2-methyl-3-oxo-1-phenylpropyl]amino]-2-oxo-1(2H)-pyrazinyl]-benzamide

HRID 337052노트

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HRID 337052 반응식
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[CH:23]1([NH:26][C:27](=[O:54])[C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[C:30]([N:35]3[CH:40]=[CH:39][N:38]=[C:37]([NH:41][C@@H:42]([C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)[C@@H:43]([CH3:46])[CH2:44][OH:45])[C:36]3=[O:53])[CH:29]=2)[CH2:25][CH2:24]1>ClCCl>[CH:23]1([NH:26][C:27](=[O:54])[C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[C:30]([N:35]3[CH:40]=[CH:39][N:38]=[C:37]([NH:41][C@@H:42]([C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)[C@@H:43]([CH3:46])[CH:44]=[O:45])[C:36]3=[O:53])[CH:29]=2)[CH2:24][CH2:25]1

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 66685987N-Cyclopropyl-3-[3-[[(1R,2R)-3-hydroxy-2-methyl-1-phenylpropyl]amino]-2-oxo-1(2H)-pyrazinyl]-4-methyl-benzamide

생성물 1

HCID 86663242N-Cyclopropyl-4-methyl-3-[3-[[(1R,2R)-2-methyl-3-oxo-1-phenylpropyl]amino]-2-oxo-1(2H)-pyrazinyl]-benzamide수율 117.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
25 °C

실험 절차

A solution of Dess-Martin periodinane (600 mg) in dichloromethane (3 mL) was added dropwise to a solution of N-cyclopropyl-3-(3-((1R,2R)-3-hydroxy-2-methyl-1-phenylpropylamino)-2-oxopyrazin-1(2H)-yl)-4-methylbenzamide (Example 136, 405 mg) in dichloromethane (4 mL) at 25° C. The resulting mixture was stirred at 25° C. for 30 minutes. The reaction mixture was quenched with sat. aqueous Na2S2O3 (7 mL) and sat. aqueous NaHCO3. The mixture was stirred for 15 min. and extracted into dichloromethane. The organic phase was dried (Na2SO4), filtered and evaporated to afford crude product (475 mg) that was used in the next step without purification.

후처리

  1. customThe reaction mixture was quenched with sat. aqueous Na2S2O3 (7 mL) and sat. aqueous NaHCO3
  2. stirringThe mixture was stirred for 15 min.
  3. extractionextracted into dichloromethane
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. filtrationfiltered
  6. customevaporated

출처 및 근거

ORD 기록
ord-bfa782437b1941fda458227b85761732
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08889692B2

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