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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272489Generated: November 1, 2026

Bicarbonate Ion → HCID 68768162, compound

https://huagongshe.com/reaction/1272489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicarbonate IonHCID 769—
Reactant1-NaphthalenemethanamineHCID 8355—
Reactant6-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1)HCID 12503242—
SolventDimethylacetamideHCID 31374—
ProductHCID 68768162HCID 6876816217.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 6-bromomethyl-2,4-pteridinediamine hydrobromide (51 mg, 0.2 mmol) in anhydrous N,N dimethylacetamide was added 1-aminomethyl-naphthalene (31.67 ul, 0.22 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. 9 mg product was obtained. Yield: 15%; 1H NMR(500 MHz, DMSO-d6): δ 4.0970 (s, 4H), 4.2526 (s, 2H), 7.3530–7.3692 (dd, J1=7.25 Hz, J2=7.25 Hz, 2H), 7.439–7.5202 (m, 2H), 7.5414–7.5553 (d, J=6.94 Hz, 1H), 7.67408–7.69065 (d, J=8.285 Hz, 1H), 7.78789–7.7713 (d, J=8.285 Hz, 1H), 8.14819–8.1313 (d, J=8.44 Hz, 1H), 8.7144 (s, 2H), 8.93305 (s, 2H), 9.23424(s, 2H); ESI-MS: m/z 506 (M++1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208493B2
Source datasetuspto-grants-2007_04
ORD IDord-9cc5aed14ae045be86e8c0461eec7353
Source noteuspto-grants-2007_04