Fumaric Acid → HCID 66629517、化合物

HRID 617287ノート

反応式

HRID 617287 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 66629517HCID 66629517、化合物収率 21%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cafad93810f2457a85feea891b992c19
出典データセット
uspto-grants-1999_09
特許番号
US05948793

反応ノート

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