HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419229Generated: October 30, 2026
Acetic Acid → (6-Chloro-pyrimidin-4-yl)-(3-cyclopentyloxy-4-methoxy-benzyl)-amine
https://huagongshe.com/reaction/419229
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Amino-6-chloropyrimidine | HCID 238012 | — |
| Reactant | 3-Cyclopentyloxy-4-methoxybenzaldehyde | HCID 2735893 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | (6-Chloro-pyrimidin-4-yl)-(3-cyclopentyloxy-4-methoxy-benzyl)-amine | HCID 86614298 | 6,390.8% |
Reaction Steps
Sodium tiracetoxyl-borohydride (985 mg, 4.65 mmol) was added to a solution of 6-chloro-pyrimidin-4-ylamine (200 mg, 1.55 mmol) and 3-cyclopentyloxy-4-methoxy-benzaldehyde (682 mg, 3 μmol) in 25 ml of DCE. 1 ml of HOAc was added, and the mixture was stirred overnight at 50° C., followed by addition of 25 ml of DCE. The organic phase was washed with water, and the product was purified with column (silica gel, hexane:EtOAc 5:1) to give 64 mg of (6-chloro-pyrimidin-4-yl)-(3-cyclopentyloxy-4-methoxy-benzyl)-amine, yield 12%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093291B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-122552820e004df4a1bcccb741a2924f |
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| Source note | uspto-grants-2012_01 |
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