Hydrochloric Acid → 1H-3-Benzazepine, 2,3,4,5-tetrahydro-7-[2-methoxy-6-[(4-methyl-2-pyridinyl)methoxy]phenyl]-

HRID 63282ノート

反応式

HRID 63282 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH2:10][C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=2)[C:4]=1[C:18]1[CH:35]=[CH:34][C:21]2[CH2:22][CH2:23][N:24](C(OC(C)(C)C)=O)[CH2:25][CH2:26][C:20]=2[CH:19]=1.Cl>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH2:10][C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=2)[C:4]=1[C:18]1[CH:35]=[CH:34][C:21]2[CH2:22][CH2:23][NH:24][CH2:25][CH2:26][C:20]=2[CH:19]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 706650561,1-dimethylethyl 7-(2-(methyloxy)-6-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

生成物 1

HCID 601940981H-3-Benzazepine, 2,3,4,5-tetrahydro-7-[2-methoxy-6-[(4-methyl-2-pyridinyl)methoxy]phenyl]-

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

1,1-dimethylethyl 7-(2-(methyloxy)-6-{[(4-methyl-2-pyridinyl)methyl]oxy}phenyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (2.57 g) was dissolved in dioxane (20 ml). Gaseous hydrogen chloride was passed through the reaction mixture for about 1.5 h. The reaction was monitored by TLC. On completion the solid formed was collected by filtration and washed with acetone. The solid was then dissolved in water and the mixture neutralised with aqueous sodium hydroxide (1M). The sticky solid formed was extracted with DCM. The organic phase was dried over sodium sulphate and concentrated in vacuo to give a solid. This was purified by silica column chromatography eluting with 0-8% methanol in DCM. The appropriate fractions were combined and concentrated in vacuo to yield a solid. This was triturated with diethyl ether to yield the title compound, 1.34 g (67%).

後処理

  1. customOn completion the solid formed
  2. filtrationwas collected by filtration
  3. washwashed with acetone
  4. dissolutionThe solid was then dissolved in water
  5. customThe sticky solid formed
  6. extractionwas extracted with DCM
  7. dry with materialThe organic phase was dried over sodium sulphate
  8. concentrationconcentrated in vacuo
  9. customto give a solid
  10. customThis was purified by silica column chromatography
  11. washeluting with 0-8% methanol in DCM
  12. concentrationconcentrated in vacuo
  13. customto yield a solid
  14. customThis was triturated with diethyl ether

出典と根拠

ORDレコード
ord-5f45e245f45c47d98dd1bd045c1025fd
出典データセット
uspto-grants-2016_09
特許番号
US09447074B2

反応ノート

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