HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469855Generated: October 25, 2026
2-Amino-6-Chloropyrazine → 6-chloro-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyrazin-2-amine
https://huagongshe.com/reaction/469855
Participants
| Role | Name | HCID | Charge |
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| Reactant | 2-Amino-6-Chloropyrazine | HCID 118458 | — |
| Reactant | 3-Cyclopentyloxy-4-methoxybenzaldehyde | HCID 2735893 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 6-chloro-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyrazin-2-amine | HCID 86614299 | 10% |
Reaction Steps
Sodium triacetoxy-borohydride (1315 mg, 6.2 mmol) was added to a solution of 6-chloro-pyrazin-2-yl-amine (400 mg, 3.10 mmol) and 3-cyclopentyloxy-4-methoxy-benzaldehyde (818 mg, 3.7 mmol) in 50 ml of DCE, 1 ml of HOAc was added and the mixture was stirred overnight at 50° C., followed by addition of another 50 ml of DCE. The organic phase was washed with water, and the product was purified with column (silica gel, hexane:EtOAc 6:1) to give 50 mg of (6-chloro-pyrazin-2-yl)-(3-cyclopentyloxy-4-methoxy-benzyl)-amine, yield 10%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08629156B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-da6c1553220c4664b13ebf496ee19237 |
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| Source note | uspto-grants-2014_01 |
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