Potassium Carbonate → HCID 68465364、化合物

HRID 501176ノート

反応式

HRID 501176 の反応式
[CH3:1][O:2][C:3](=[O:11])[C:4]1[CH:9]=[CH:8][C:7](Cl)=[N:6][CH:5]=1.[CH2:12]1[C:17]2[NH:18][C:19]3[C:24]([C:16]=2[CH2:15][CH2:14][NH:13]1)=[CH:23][CH:22]=[CH:21][CH:20]=3.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[CH2:12]1[C:17]2[NH:18][C:19]3[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:16]=2[CH2:15][CH2:14][N:13]1[C:7]1[CH:8]=[CH:9][C:4]([C:3]([O:2][CH3:1])=[O:11])=[CH:5][N:6]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 107838Tetrahydro-beta-carboline2 回HCID 254249Methyl 6-chloropyridine-3-carboxylate

生成物 1

HCID 68465364HCID 68465364、化合物収率 24.7%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
100 °C

実験手順

A mixture of methyl-6-chloronicotinate (170 mg), 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole (170 mg), potassium carbonate (150 mg) and dioxane (6 mL) was heated in a 100° C. oil bath overnight. Another aliquote of 1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole (170 mg) was added and the heating was continue for five hours. The reaction was cooled and partitioned between water and EtOAc. The organics were washed with water, dried, and the solvent evaporated. The residue was purified by filtration through silica gel eluting with EtOAc to give methyl 6-(1,3,4,9-tetrahydro-2H-b-carbolin-2-yl)nicotinate as a brown solid (75 mg), m/e=308 (M+1).

後処理

  1. temperatureThe reaction was cooled
  2. custompartitioned between water and EtOAc
  3. washThe organics were washed with water
  4. customdried
  5. customthe solvent evaporated
  6. filtrationThe residue was purified by filtration through silica gel eluting with EtOAc

出典と根拠

ORDレコード
ord-e40b2c5d20dd461a9df9ecd20adfc17b
出典データセット
uspto-grants-2010_08
特許番号
US07772245B2

反応ノート

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