Sodium hydride → HCID 67378655, 화합물

HRID 1182663노트

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HRID 1182663 반응식
[H-].[Na+].[CH3:3][N:4]1[C:12](=[O:13])[CH:11]=[CH:10][N:9]2[C:5]1=[N:6][C@@H:7]1[CH2:16][CH2:15][CH2:14][C@@H:8]12.C1(C)C=CC(S([CH2:26][N+:27]#[C-:28])(=O)=O)=CC=1>C1COCC1>[CH3:3][N:4]1[C:12](=[O:13])[C:11]2=[CH:26][NH:27][CH:28]=[C:10]2[N:9]2[C@H:8]3[CH2:14][CH2:15][CH2:16][C@H:7]3[N:6]=[C:5]12

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 161915Tosylmethyl isocyanideHCID 67379018(3aS,8aR)-7-Methyl-1,2,3,3a,7,8a-hexahydro-3b,7,8-triaza-cyclopenta[a]inden-6-one

생성물 1

HCID 67378655HCID 67378655, 화합물수율 94%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

Sodium hydride (95%, 112 mg, 4.44 mmol) is suspended in 3 mL of anhydrous THF, and then a mixture of (3aS,8aR)-7-Methyl-1,2,3,3a,7,8a-hexahydro-3b,7,8-triaza-cyclopenta[a]inden-6-one (283 mg, 1.48 mmol) and p-toluenesulfonylmethyl isocyanide (97%, 347 mg, 1.77 mmol) in 5 mL of anhydrous THF is added dropwise. The mixture is stirred at room temperature for an hour, and then quenched with water. The mixture is extracted with CH2Cl2 (5×10 mL). The combined organic phase is washed with brine, and then dried with anhydrous Na2SO4. After filtration, the filtrate is evaporated to dryness under reduced pressure to give crude product (320 mg, yield 94%) as brown solids, which is used for the next reaction without further purification. MS (ESI) m/z 231.1 [M+H]+.

후처리

  1. additionis added dropwise
  2. customquenched with water
  3. extractionThe mixture is extracted with CH2Cl2 (5×10 mL)
  4. washThe combined organic phase is washed with brine
  5. dry with materialdried with anhydrous Na2SO4
  6. filtrationAfter filtration
  7. customthe filtrate is evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-8b3379aba6824c2ba9d4af5816ce3efc
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08664207B2

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