Triethylamine → 4-Chloro-1-ethyl-1,5,6,11-tetrahydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11-ol

HRID 1448149ノート

反応式

HRID 1448149 の反応式
[Cl:1][C:2]1[C:7]2[CH:8]=[N:9][N:10]([CH2:11][CH3:12])[C:6]=2[N:5]=[C:4]2[C:13](=[O:22])[C:14]3[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=3[CH2:16][CH2:17][C:3]=12.C(N(CC)CC)C.C(OCC)(=O)C>[Pd].C(O)C>[Cl:1][C:2]1[C:7]2[CH:8]=[N:9][N:10]([CH2:11][CH3:12])[C:6]=2[N:5]=[C:4]2[CH:13]([OH:22])[C:14]3[CH:21]=[CH:20][CH:19]=[CH:18][C:15]=3[CH2:16][CH2:17][C:3]=12

参加物

6

反応物 3

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 203820734-chloro-1-ethyl-5,6-dihydrobenzo[5,6]-cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11(1H)-one

生成物 1

HCID 203820924-Chloro-1-ethyl-1,5,6,11-tetrahydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11-ol

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

20.2 g. of 4-chloro-1-ethyl-5,6-dihydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11(1H)-one (0.065 mol.) and 13 g. of triethylamine (0.13 mol.), dissolved in 400 ml. of ethyl acetate and 75 ml. of absolute ethanol, are catalytically hydrogenated in the presence of 2 g. of palladium on charcoal (10%) at room temperature. In about 6 hours, the theoretical amount of hydrogen is absorbed. The catalyst is then filtered off, the filtrate evaporated in vacuo and the residue extracted with 200 ml. of ether. The ethereal extract is washed with water, dried with Na2SO4 and the ether removed. The resulting material is recrystallized from petroleum ether (60°-70°) to yield 12.7 g. (62.5%) of 4-chloro-1-ethyl-1,5,6,11-tetrahydro[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridin-11-ol; m.p. 128°-130°.

後処理

  1. customat room temperature
  2. customthe theoretical amount of hydrogen is absorbed
  3. filtrationThe catalyst is then filtered off
  4. customthe filtrate evaporated in vacuo
  5. extractionthe residue extracted with 200 ml
  6. extractionThe ethereal extract
  7. washis washed with water
  8. dry with materialdried with Na2SO4
  9. customthe ether removed
  10. customThe resulting material is recrystallized from petroleum ether (60°-70°)
  11. customto yield 12.7 g

出典と根拠

ORDレコード
ord-06c41a8d9374470b82f634343b5d383d
出典データセット
uspto-grants-1979_12
特許番号
US04179564

反応ノート

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