HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367174Generated: October 31, 2026
Benzylamine → 4-N-benzyl-6-chloropyrimidine-2,4-diamine
https://huagongshe.com/reaction/2367174
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-Amino-4,6-dichloropyrimidine | HCID 65522 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-N-benzyl-6-chloropyrimidine-2,4-diamine | HCID 1484270 | 92.1% |
Reaction Steps
To 4,6-dichloro-2-pyrimidinamine (0.5 g, 3.1 mmol) in EtOH (10 mL) was added Hunig's base (1.1 mL, 6.1 mmol) followed by benzylamine (0.37 mL, 3.35 mmol) and the reaction mixture was stirred overnight at 100° C. The reaction mixture was poured onto water and EtOAc. The organic layer was separated and the aqueous layer was further extracted with EtOAc. The combined organic layers were washed with brine, dried (MgSO4), filtered and concentrated to afford the crude title compound (670 mg) as a yellow solid. LC-MS (ES) m/z=235 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08697685B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-b9457f9a7b1c46bc8bd9e3da06095b79 |
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| Source note | uspto-grants-2014_04 |
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