5-Chloro-N-[2-(1H-imidazol-4-yl)ethyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
The title compound, C12H13ClN6, was prepared by reaction of 4,5-dichloro-7H-pyrrolo[2,3-d]pyrimidine with 2-(1H-imidazol-4-yl)-N-methylethanamine, and the X-ray study confirmed that chloro-substituent in six-membered ring was replaced in the reaction. The exocyclic N atom environment is approximatel...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2010-01-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536809054750 |
| _version_ | 1818284457748070400 |
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| author | Daniel Richter John C. Kath Arnold L. Rheingold Antonio DiPasquale Alex Yanovsky |
| author_facet | Daniel Richter John C. Kath Arnold L. Rheingold Antonio DiPasquale Alex Yanovsky |
| author_sort | Daniel Richter |
| collection | DOAJ |
| description | The title compound, C12H13ClN6, was prepared by reaction of 4,5-dichloro-7H-pyrrolo[2,3-d]pyrimidine with 2-(1H-imidazol-4-yl)-N-methylethanamine, and the X-ray study confirmed that chloro-substituent in six-membered ring was replaced in the reaction. The exocyclic N atom environment is approximately coplanar with the pyrrolo[2,3-d]pyrimidine [corresponding dihedral angle is 5.5 (1)°], whereas the mean plane of the N—C—C—C link connecting with the imidazolyl ring is almost exactly orthogonal to the plane of the bicyclic system [dihedral angle = 91.6 (2)°]. The imidazolyl plane itself, however, forms a relatively small dihedral angle of 20.8 (1)° with the pyrrolo[2,3-d]pyrimidine plane. There are two independent N—H...N hydrogen bonds in the structure, which link molecules into layers parallel to (overline{1}03). |
| first_indexed | 2024-12-13T00:53:07Z |
| format | Article |
| id | doaj.art-f1a1b8ec1386414b83cf1a9c0771679e |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-13T00:53:07Z |
| publishDate | 2010-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-f1a1b8ec1386414b83cf1a9c0771679e2022-12-22T00:04:53ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682010-01-01661o242o24210.1107/S16005368090547505-Chloro-N-[2-(1H-imidazol-4-yl)ethyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineDaniel RichterJohn C. KathArnold L. RheingoldAntonio DiPasqualeAlex YanovskyThe title compound, C12H13ClN6, was prepared by reaction of 4,5-dichloro-7H-pyrrolo[2,3-d]pyrimidine with 2-(1H-imidazol-4-yl)-N-methylethanamine, and the X-ray study confirmed that chloro-substituent in six-membered ring was replaced in the reaction. The exocyclic N atom environment is approximately coplanar with the pyrrolo[2,3-d]pyrimidine [corresponding dihedral angle is 5.5 (1)°], whereas the mean plane of the N—C—C—C link connecting with the imidazolyl ring is almost exactly orthogonal to the plane of the bicyclic system [dihedral angle = 91.6 (2)°]. The imidazolyl plane itself, however, forms a relatively small dihedral angle of 20.8 (1)° with the pyrrolo[2,3-d]pyrimidine plane. There are two independent N—H...N hydrogen bonds in the structure, which link molecules into layers parallel to (overline{1}03).http://scripts.iucr.org/cgi-bin/paper?S1600536809054750 |
| spellingShingle | Daniel Richter John C. Kath Arnold L. Rheingold Antonio DiPasquale Alex Yanovsky 5-Chloro-N-[2-(1H-imidazol-4-yl)ethyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine Acta Crystallographica Section E |
| title | 5-Chloro-N-[2-(1H-imidazol-4-yl)ethyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine |
| title_full | 5-Chloro-N-[2-(1H-imidazol-4-yl)ethyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine |
| title_fullStr | 5-Chloro-N-[2-(1H-imidazol-4-yl)ethyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine |
| title_full_unstemmed | 5-Chloro-N-[2-(1H-imidazol-4-yl)ethyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine |
| title_short | 5-Chloro-N-[2-(1H-imidazol-4-yl)ethyl]-N-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine |
| title_sort | 5 chloro n 2 1h imidazol 4 yl ethyl n methyl 7h pyrrolo 2 3 d pyrimidin 4 amine |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536809054750 |
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