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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272488Generated: November 3, 2026

Bicarbonate Ion → HCID 58847317, compound

https://huagongshe.com/reaction/1272488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBicarbonate IonHCID 769—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-(Bromomethyl)-2-imino-2,3-dihydropteridin-4-amine--hydrogen bromide (1/1)HCID 12503242—
ReactantHCID 24212136HCID 24212136—
SolventDimethylacetamideHCID 31374—
ProductHCID 58847317HCID 5884731741%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 6-bromomethyl-2,4-pteridinediamine hydrobromide (53.7 mg, 0.1598 mmol) in anhydrous N,N dimethylacetamide was added 2-amino-3-(4-tert-butoxy-phenyl)-propionic acid tert-butyl ester hydrochloride (51.58 mg, 0.1758 m mol). Under positive pressure of Argon, iPr2EtN (33.69 ul) was added. The reaction mixture was stirred at 50° C. for 4 hrs and then at room temperature overnight. The crude product was poured into saturated bicarbonate solution. The resulted precipitate was collected and purified by preparative HPLC. 27.6 mg product was obtained. Yield: 41%; 1H NMR (500 MHz, DMSO-d6): δ 1.22491(s, 9H), 1.26835 (s, 9H), 2.921–2.971 (m, 2H), 4.130 (b, 1H), 4.427(s, 2H), 6.91485–6.93165(d, J=8.4 Hz, 2H), 7.16037–7.17723(d, J=8.43 Hz, 2H), 8.89353 (s, 1H); 9.13119 (s, 2H), 9.30829 (s, 2H); ESI-MS: m/z 468 (M++1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208493B2
Source datasetuspto-grants-2007_04
ORD IDord-d65f1572ffc54186a7aaba7eba7ac355
Source noteuspto-grants-2007_04