Fumaric Acid → (+/-)-2-Methyl-3-(3-pyridyl)-2-azabicyclo[2.2.2]octane Fumarate

HRID 581819노트

반응식

HRID 581819 반응식
[CH3:1][N:2]1[CH:7]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[CH:6]2[CH2:14][CH2:15][CH:3]1[CH2:4][CH2:5]2.[C:16]([OH:23])(=[O:22])/[CH:17]=[CH:18]/[C:19]([OH:21])=[O:20]>C(O)C>[C:16]([OH:23])(=[O:22])/[CH:17]=[CH:18]/[C:19]([OH:21])=[O:20].[CH3:1][N:2]1[CH:7]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[CH:6]2[CH2:14][CH2:15][CH:3]1[CH2:4][CH2:5]2

참가 물질

4

반응물 2

HCID 444972Fumaric AcidHCID 18694214HCID 18694214, 화합물

생성물 1

HCID 23365584(+/-)-2-Methyl-3-(3-pyridyl)-2-azabicyclo[2.2.2]octane Fumarate수율 120.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of compound (XV) (120 mg, 0.495 mmol) in absolute ethanol (5 mL) was added fumaric acid (138 mg, 1.18 mmol). The resulting suspension was sonicated until complete dissolution occurred. The solvent was removed on a rotary evaporator to give a colorless syrup which was crystallized from absolute ethanol to yield 190 mg (88%) of compound (XVI). Mp=142°-143° C. 1H NMR(D2O+TSP): δ 8.71 (s, 1H), 8.64-8.62 (m, 1H), 8.30-8.22 (d, 1H), 7.79-7.72 (m, 1H), 6.60 (s, 3H), 4.58 (s, 1H), 3.90 (s, 1H), 2.90 (s, 3H), 2.80 (s, 1H), 2.46-2.38 (m, 1H), 2.10-1.95 (d, 2H), 1.92-1.62 (m, 5H).

후처리

  1. customThe resulting suspension was sonicated until complete dissolution
  2. customThe solvent was removed on a rotary evaporator
  3. customto give a colorless syrup which
  4. customwas crystallized from absolute ethanol

출처 및 근거

ORD 기록
ord-09c19c27d4c74db1b901b42351a19f62
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05922723

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