HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 77419Generated: October 25, 2026
5-Hydroxypyridine-2-carboxylic acid → N-(4-Methoxybenzyl)-1-(tetrahydro-2H-pyran-4-yl)methanamine
https://huagongshe.com/reaction/77419
Participants
| Role | Name | HCID | Charge |
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| Reactant | 5-Hydroxypyridine-2-carboxylic acid | HCID 268740 | — |
| Reactant | ((S)-6-{[(4-methoxybenzyl)(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)methylamine | HCID 66663221 | — |
| Reactant | (S)-6-{[(4-Methoxybenzyl)(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-ylamine | HCID 66664086 | — |
| Product | N-(4-Methoxybenzyl)-1-(tetrahydro-2H-pyran-4-yl)methanamine | HCID 55211610 | — |
Reaction Steps
In Table 2, compounds which were prepared by reacting the appropriate acids with ((S)-6-{[(4-methoxybenzyl)(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)methylamine or, correspondingly, (S)-6-{[(4-methoxybenzyl)(tetrahydropyran-4-ylmethyl)-amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-ylamine according to method G and subsequent detachment of the 4-methoxybenzyl group according to method F are compiled. To prepare examples 2-06, 2-07 and 2-08, ((S)-6-{[(4-methoxybenzyl)(tetrahydropyran-4-ylmethyl)-amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)methylamine was reacted according to method G with 5-hydroxypyridine-2-carboxylic acid, the resulting amide was alkylated according to method D with the appropriate alkyl bromides on the phenolic hydroxyl group, and, finally, the 4-methoxybenzyl group was removed according to method F.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08841290B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-191f7116e62e45bf9699b09e7df12eaa |
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| Source note | uspto-grants-2014_09 |
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