HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272484Generated: October 26, 2026
Bicarbonate Ion → 6-{[(Adamantan-1-yl-methyl)-amino]-methyl}-2,4-pteridinediamine
https://huagongshe.com/reaction/1272484
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bicarbonate Ion | HCID 769 | — |
| Reactant | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | — |
| Reactant | 6-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1) | HCID 12503242 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | 6-{[(Adamantan-1-yl-methyl)-amino]-methyl}-2,4-pteridinediamine | HCID 18455746 | 40% |
Reaction Steps
To a solution of 6-bromomethyl-2,4-pteridinediamine hydrobromide (41.6 mg, 0.124 mmol) in anhydrous N,N dimethylacetamide was added 1-aminomethyl adamantane (35.43 ul, 0.2 mmol). The reaction mixture was stirred at 50° C. overnight. The crude product was poured into saturated bicarbonate solution. The resulted precipitate was collected and purified by preparative HPLC. 12.7 mg product was obtained. Yield: 40%; 1H NMR (500 MHz, DMSO-d6): δ 1.56754–1.67101(m, 13H), 1.96741(s, 2H), 2.71139(s, 2H), 4.49166(s, 2H), 8.89918(s, 1H); ESI-MS: m/z 340 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07208493B2 |
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| Source dataset | uspto-grants-2007_04 |
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| ORD ID | ord-3694fc07b3f841c68da1f9bfa63603c8 |
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| Source note | uspto-grants-2007_04 |
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