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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240322Generated: October 30, 2026

Water → HCID 76577930, compound

https://huagongshe.com/reaction/240322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantN-(Bromoacetyl)glycine, ethyl esterHCID 96555—
ReactantHCID 178510554HCID 178510554—
SolventDimethylformamideHCID 6228—
ProductHCID 76577930HCID 7657793017.2%

Reaction Steps

To a suspension of 33 (212 mg, 0.80), Cs2CO3 (260 mg, 0.80) in DMF (15 ml), 39 (200 mg, 0.89 mmol) was added portionwise and the mixture was stirred at room temperature for 2 days. H2O (30 ml) was added and the suspension was extracted with CH2Cl2 (70 ml). The organic phase was dried over Na2SO4 and the solvent was evaporated under reduced pressure. The crude was purified by flash chromatography (CH2Cl2/MeOH 9:1) affording 40 (56 mg, 17%) as yellow-brown solid. 1H NMR (300 MHz, DMSO d6): δ 8.78 (m, 2H), 8.12 (bs, 1H), 8.05-7.78 (m, 3H), 7.67 (m, 1H), 4.72 and 4.69 (s, 2H), 4.10 (q, 2H), 3.92 and 3.90 (s, 2H), 1.19 (t, 3H). ESI+MS: calcd for C19H16N6O5: 408.38; found: 409.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648076B2
Source datasetuspto-grants-2014_02
ORD IDord-7febceee04f14e77a96b4dbd71eaf4e4
Source noteuspto-grants-2014_02