Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272481Generated: October 26, 2026

Bicarbonate Ion → 6-[{(Pyridin-2-ylmethyl)-amino]-methyl}-2,4-pteridinediamine

https://huagongshe.com/reaction/1272481

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicarbonate IonHCID 769—
Reactant2-PyridinemethanamineHCID 19509—
Reactant6-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1)HCID 12503242—
SolventDimethylacetamideHCID 31374—
Product6-[{(Pyridin-2-ylmethyl)-amino]-methyl}-2,4-pteridinediamineHCID 1037903457.2%

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 2-(aminomethyl) pyridine (22.48 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. 32.3 mg product was obtained. Yield: 57%; 1H NMR (500 MHz, DMSO-d6): δ 3.93801 (s, 2H), 4.05772(s, 2H), 7.5758–7.6003 (m, 1H), 7.97993–8.00181 (m, 1H), 8.49332–8.50942 (d, J=8.05 Hz, 1H), 8.62592–8.64301 (d, J=8.545 Hz, 1H), 8.9938(s, 1H); ESI-MS: 283 (M++1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208493B2
Source datasetuspto-grants-2007_04
ORD IDord-48e7121c13d74907b1f799b5b590e9b3
Source noteuspto-grants-2007_04