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

HRID 581819ノート

反応式

HRID 581819 の反応式
[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

参加物

4

反応物 2

HCID 444972Fumaric AcidHCID 18694214HCID 18694214、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-09c19c27d4c74db1b901b42351a19f62
出典データセット
uspto-grants-1999_07
特許番号
US05922723

反応ノート

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