Fumaric Acid → HCID 66629517, 화합물

HRID 617287노트

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HRID 617287 반응식
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[CH2:7][O:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1.[C:15]([OH:22])(=[O:21])/[CH:16]=[CH:17]/[C:18]([OH:20])=[O:19]>CO>[C:15]([OH:22])(=[O:21])/[CH:16]=[CH:17]/[C:18]([OH:20])=[O:19].[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C@H:3]1[CH2:7][O:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][CH:14]=1

참가 물질

4

반응물 2

HCID 444972Fumaric AcidHCID 97941413-[[(2S)-1-methylpyrrolidin-2-yl]methoxy]pyridine

생성물 1

HCID 66629517HCID 66629517, 화합물수율 21%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

The compound of step 4a was dissolved in anhydrous MeOH and brought to 0° C. with stirring. Fumaric acid was dissolved in MeOH with sonication and added dropwise to the solution containing amine. The mixture was warmed to room temperature with stirring. After 30 minutes the solvent was evaporated in vacuo and the remaining solid was vacuum filtered. The solid was then recrystallized with MeOH/Et2O to give the desired product as a white powder (21% yield). m.p.=124-125° C. [α]25D =-3.9° (c=1, MeOH). MS (DCI/NH3) m/e 193 (M+H)+. 1H NMR (D2O, 300 MHz) δ: 8.43 (br s, 1H, 8.33 (d, J=4.5 Hz, 1H), 7.88-7.84 (m, 1H), 7.3 (dd, J=8.82, 5.15 Hz, 1H), 6.58 (s, 2H), 4.59 (dd, J=11, 3 Hz, 1H), 4.42 (dd, J=11, 5.98 Hz, 1H), 4.05-3.9 (m, 1H), 3.82-3.74 (m, 1H, 3.343.22 (m, 1H), 3.05 (s, 3H), 2.47-2.37 (m, 1H), 2.30-2.06 (m, 3H). Analysis calculated for C11H16N2O.C4H4O4 : C, 58.43; H, 6.54; N, 9.09; Found: C, 58.32; H, 6.67; N, 8.99.

후처리

  1. custombrought to 0° C.
  2. additionadded dropwise to the solution
  3. stirringwith stirring
  4. customAfter 30 minutes the solvent was evaporated in vacuo
  5. filtrationfiltered
  6. customThe solid was then recrystallized with MeOH/Et2O

출처 및 근거

ORD 기록
ord-cafad93810f2457a85feea891b992c19
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05948793

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