Propentofylline → HCID 21839364, 화합물

HRID 1738802노트

반응식

HRID 1738802 반응식
C([Li])CCC.C[Si](C)(C)[N:8]([CH2:13][C:14]#[CH:15])[Si](C)(C)C.[CH3:18][N:19]1[C:27]2[N:26]=[CH:25][N:24]([CH2:28][CH2:29][CH3:30])[C:23]=2[C:22](=[O:31])[N:21]([CH2:32][CH2:33][CH2:34][CH2:35][C:36](=[O:38])[CH3:37])[C:20]1=[O:39]>CCCCCC.O1CCCC1>[NH2:8][CH2:13][C:14]#[C:15][C:36]([OH:38])([CH3:37])[CH2:35][CH2:34][CH2:33][CH2:32][N:21]1[C:22](=[O:31])[C:23]2[N:24]([CH2:28][CH2:29][CH3:30])[CH:25]=[N:26][C:27]=2[N:19]([CH3:18])[C:20]1=[O:39]

참가 물질

6

반응물 3

HCID 4938PropentofyllineHCID 10932630Silanamine, 1,1,1-trimethyl-N-2-propynyl-N-(trimethylsilyl)-HCID 178418339Butyllithium

생성물 1

HCID 21839364HCID 21839364, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

29 ml (46.5 mmol) of a 15% strength butyllithium solution in n-hexane were slowly added dropwise to a stirred solution of 9.26 g (46.5 mmol) of N,N-bis(trimethylsilyl)-2-propynylamine from stage C1 in 50 ml of tetrahydrofuran at -40° C. under argon. The mixture was then warmed to room temperature and again cooled to -40° C., and a solution of 14.25 g (46.5 mmol) of 3-methyl-1-(5-oxohexyl)-7-propylxanthine in 40 ml of tetrahydrofuran was slowly added. After removal of the cooling bath, the mixture was stirred at room temperature for 6 hours. The reaction mixture was then added to saturated ammonium chloride solution at 0° C., the aqueous phase was extracted with ether, the organic phase was dried over sodium sulfate, the desiccant was filtered off, and the solvent was removed under reduced pressure. The crude product was subjected to flash chromatography first with the mobile phase mixture dichloromethane/methanol/saturated ammonia solution=19/1.5/2.5 and then with 9/1/2.5. Yield: 9.79 g (58% of theory); yellowish oil

후처리

  1. temperatureagain cooled to -40° C.
  2. customAfter removal of the cooling bath
  3. additionThe reaction mixture was then added to saturated ammonium chloride solution at 0° C.
  4. extractionthe aqueous phase was extracted with ether
  5. dry with materialthe organic phase was dried over sodium sulfate
  6. filtrationthe desiccant was filtered off
  7. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-0232de4cd7c1403cb294567411c480f6
출처 데이터셋
uspto-grants-1999_10
특허 번호
US05965555

반응 노트

불러오는 중…