GB2010831A - Process for the preparation of octahydropyrrolo [1,2-a] pyrazine - Google Patents
Process for the preparation of octahydropyrrolo [1,2-a] pyrazineInfo
- Publication number
- GB2010831A GB2010831A GB7840926A GB7840926A GB2010831A GB 2010831 A GB2010831 A GB 2010831A GB 7840926 A GB7840926 A GB 7840926A GB 7840926 A GB7840926 A GB 7840926A GB 2010831 A GB2010831 A GB 2010831A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrazine
- octahydropyrrolo
- preparation
- paralladium
- dihydropyrrolo
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- FTTATHOUSOIFOQ-UHFFFAOYSA-N 1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrazine Chemical compound C1NCCN2CCCC21 FTTATHOUSOIFOQ-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 2
- MGVILGGQOXEHIW-UHFFFAOYSA-N 3,4-dihydropyrrolo[1,2-a]pyrazine Chemical compound C1=NCCN2C=CC=C21 MGVILGGQOXEHIW-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 229910052697 platinum Inorganic materials 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The process for the preparation of octahydropyrrolo [1,2-a] pyrazine comprises reducing 3,4-dihydropyrrolo [1,2-a] pyrazine by catalytic hydrogenation at 100-180 DEG C at a pressure of 100- 180 atm in the presence of a nickel, platinum of paralladium catalyst to obtain a reaction mixture containing the end product, with subsequent isolation thereof. The process may be carried out on a commercial scale. The yield of octahydropyrrolo [1,2-a] pyrazine is up to 82%.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU772558067A SU810697A1 (en) | 1977-12-22 | 1977-12-22 | Process for preparing octahydropyrroco 1,2-pyrazine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2010831A true GB2010831A (en) | 1979-07-04 |
| GB2010831B GB2010831B (en) | 1982-06-16 |
Family
ID=20739338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7840926A Expired GB2010831B (en) | 1977-12-22 | 1978-10-18 | Process for the preparation of octahydropyrrolo (1,2- ) pyrazine |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5823879B2 (en) |
| DD (1) | DD139261A1 (en) |
| DE (1) | DE2844549A1 (en) |
| FR (1) | FR2412548A1 (en) |
| GB (1) | GB2010831B (en) |
| HU (1) | HU175980B (en) |
| SU (1) | SU810697A1 (en) |
| YU (1) | YU243378A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5378846A (en) * | 1993-06-11 | 1995-01-03 | Russian-American Institute For New Drug Development | 1,2,3,4-tetrahydropyrrolo-[1,2-a]-pyrazine derivatives |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2655512A (en) * | 1950-06-22 | 1953-10-13 | Quaker Oats Co | Preparation of 2-acylpyrroles from 2-acylfurans |
-
1977
- 1977-12-22 SU SU772558067A patent/SU810697A1/en active
-
1978
- 1978-10-12 DE DE19782844549 patent/DE2844549A1/en not_active Ceased
- 1978-10-17 YU YU243378A patent/YU243378A/en unknown
- 1978-10-18 GB GB7840926A patent/GB2010831B/en not_active Expired
- 1978-10-19 DD DD20855578A patent/DD139261A1/en unknown
- 1978-10-20 JP JP53128661A patent/JPS5823879B2/en not_active Expired
- 1978-11-21 FR FR7832776A patent/FR2412548A1/en active Granted
- 1978-12-22 HU HUNA001120 patent/HU175980B/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5378846A (en) * | 1993-06-11 | 1995-01-03 | Russian-American Institute For New Drug Development | 1,2,3,4-tetrahydropyrrolo-[1,2-a]-pyrazine derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| SU810697A1 (en) | 1984-03-30 |
| DE2844549A1 (en) | 1979-07-05 |
| JPS5823879B2 (en) | 1983-05-18 |
| GB2010831B (en) | 1982-06-16 |
| FR2412548A1 (en) | 1979-07-20 |
| DD139261A1 (en) | 1979-12-19 |
| FR2412548B1 (en) | 1982-05-28 |
| YU243378A (en) | 1982-10-31 |
| HU175980B (en) | 1980-11-28 |
| JPS5488294A (en) | 1979-07-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |