Hydrochloric Acid → 7-(3-{[(4-methyl-2-pyridinyl)methyl]oxy}-2-pyridinyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

HRID 63281

반응식

HRID 63281 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][O:9][C:10]2[C:11]([C:16]3[CH:33]=[CH:32][C:19]4[CH2:20][CH2:21][N:22](C(OC(C)(C)C)=O)[CH2:23][CH2:24][C:18]=4[CH:17]=3)=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:3]=1.Cl>O1CCOCC1>[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][O:9][C:10]2[C:11]([C:16]3[CH:33]=[CH:32][C:19]4[CH2:20][CH2:21][NH:22][CH2:23][CH2:24][C:18]=4[CH:17]=3)=[N:12][CH:13]=[CH:14][CH:15]=2)[CH:3]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 706652431,1-dimethylethyl 7-(3-{[(4-methyl-2-pyridinyl)methyl]oxy}-2-pyridinyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate

생성물 1

HCID 706649537-(3-{[(4-methyl-2-pyridinyl)methyl]oxy}-2-pyridinyl)-2,3,4,5-tetrahydro-1H-3-benzazepine

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

1,1-dimethylethyl 7-(3-{[(4-methyl-2-pyridinyl)methyl]oxy}-2-pyridinyl)-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (3.8 g) was dissolved in dioxane (20 ml). Gaseous hydrogen chloride was passed through the reaction mixture for 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 through silica, eluting the product with 0-12% methanol in DCM. The solid from this was triturated in diethyl ether to give the title compound, 2 g (69%) yield.

후처리

  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 through silica
  11. washeluting the product with 0-12% methanol in DCM
  12. customThe solid from this was triturated in diethyl ether

출처 및 근거

ORD 기록
ord-a695ea06aa734baaae7b18a644bb865d
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447074B2

연결된 노트

불러오는 중…